ORCID Profile
0000-0002-9624-0935
Current Organisation
University of Tasmania
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Publisher: Springer Science and Business Media LLC
Date: 19-06-2017
Publisher: Springer Science and Business Media LLC
Date: 02-2012
DOI: 10.1007/S10886-012-0071-4
Abstract: Plant secondary metabolites (PSMs) mediate a wide range of ecological interactions. Investigating the effect of environment on PSM production is important for our understanding of how plants will adapt to large scale environmental change, and the extended effects on communities and ecosystems. We explored the production of PSMs under elevated atmospheric carbon dioxide ([CO(2)]) in the species rich, ecologically and commercially important genus Eucalyptus. Seedlings from multiple Eucalyptus globulus and E. pauciflora populations were grown in common glasshouse gardens under elevated or ambient [CO(2)]. Variation in primary and secondary chemistry was determined as a function of genotype and treatment. There were clear population differences in PSM expression in each species. Elevated [CO(2)] did not affect concentrations of in idual PSMs, total phenolics, condensed tannins or the total oil yield, and there was no population by [CO(2)] treatment interaction for any traits. Multivariate analysis revealed similar results with significant variation in concentrations of E. pauciflora oil components between populations. A [CO(2)] treatment effect was detected within populations but no interactions were found between elevated [CO(2)] and population. These eucalypt seedlings appear to be largely unresponsive to elevated [CO(2)], indicating stronger genetic than environmental (elevated [CO(2)]) control of expression of PSMs.
Publisher: Elsevier BV
Date: 09-2008
DOI: 10.1016/J.ABB.2008.05.014
Abstract: Venom of the Australian ant species Myrmecia pilosula contains a number of allergenic peptides including pilosulins. To obtain novel cDNA clones that encode the pilosulin-related bioactive peptides, mRNA of M. pilosula species complex was subjected to RT-PCR in which the forward primer corresponds to a nucleotide sequence in the leader sequences of pilosulins. We isolated a cDNA clone encoding the novel bioactive peptide pilosulin 5. Tandem mass analysis was entirely consistent with the cDNA derived sequence, and indicated that pilosulin 5 is connected by a single disulfide bridge to create a dimmer peptide of 8546Da. Synthetic pilosulin 5 peptide caused a significant histamine release in a dose-dependent manner, and the mastoparan homologous region of pilosulin 5 was responsible for the activity.
Publisher: American Chemical Society (ACS)
Date: 11-03-2003
DOI: 10.1021/JF026007C
Abstract: Five C-27 apocarotenoids were detected in acetone extracts of the flowers of Boronia megastigma (Nees) using HPLC with UV-vis photodiode array and MS detection. Comparison of methylated and unmethylated extracts aided identification when considered with the UV-vis and MS data. The five apocarotenoids identified here were hydroxy-apo-10'-carotenoic acid (1), methyl hydroxy-apo-10'-carotenoate (2), apo-10'-carotenoic acid (3), apo-10'-carotenal (4), and methyl apo-10'-carotenoate (5). The data obtained was not sufficient to allow the specific isomeric forms to be unequivocally identified. The results further support speculation that the C-13 norisoprenoids found in boronia are derived from C-40 carotenoids. Possible parent molecules of beta-ionone, an important component of boronia extract, were identified. An understanding of C-13 norisoprenoid biosynthesis may assist in the selection and postharvest processing of boronia flowers for flavor and fragrance applications.
Publisher: Oxford University Press (OUP)
Date: 08-2009
Abstract: The aim was to purify and characterise an antimicrobial component from celery (Apium graveolens) seeds, which have been used for centuries as a herbal medicine with reported antibacterial effects. A crude alcoholic extract of celery seeds was fractionated by organic solvent extractions, column chromatography and HPLC. Fractions were assayed for antimicrobial activity against the gastric pathogen Helicobacter pylori and other bacteria. The purified antibacterial component was characterised via MS and NMR. Preliminary investigation of its mechanism of action included morphological studies, incorporation of macromolecular precursors, membrane integrity and two-dimensional protein electrophoresis. The purified component, termed ‘compound with anti-Helicobacter activity’ (CAH), had potent bactericidal effects against H. pylori the minimum inhibitory concentration and minimum bactericidal concentration were 3.15 μg/ml and 6.25–12.5 μg/ml, respectively. CAH (Mr = 384.23 empirical formula C24H32O4) had specific inhibitory effects on H. pylori and was not active against C ylobacter jejuni or Escherichia coli. MS and NMR data were consistent with a dimeric phthalide structure. The results appeared to rule out mechanisms that operated solely by loss of membrane integrity or inhibition of protein or nucleic acid synthesis. CAH may be suitable for further investigation as a potent agent for treating H. pylori infections.
Publisher: Elsevier BV
Date: 09-2014
Publisher: Springer Science and Business Media LLC
Date: 10-11-2016
Publisher: Cambridge University Press (CUP)
Date: 28-09-2015
DOI: 10.1017/S0007114515003542
Abstract: This analysis aimed to examine the association between intake of sugars (total or added) and nutrient intake with data from a recent Australian national nutrition survey, the 2007 Australian National Children’s Nutrition and Physical Activity Survey (2007ANCNPAS). Data from participants ( n 4140 51 % male) who provided 2×plausible 24-h recalls were included in the analysis. The values on added sugars for foods were estimated using a previously published ten-step systematic methodology. Reported intakes of nutrients and foods defined in the 2007ANCNPAS were analysed by age- and sex-specific quintiles of %energy from added sugars (%EAS) or %energy from total sugars (%ETS) using ANCOVA. Linear trends across the quintiles were examined using multiple linear regression. Logistic regression analysis was used to calculate the OR of not meeting a specified nutrient reference values for Australia and New Zealand per unit in %EAS or %ETS. Analyses were adjusted for age, sex, BMI z -score and total energy intake. Small but significant negative associations were seen between %EAS and the intakes of most nutrient intakes (all P ·001). For %ETS the associations with nutrient intakes were inconsistent even then they were smaller than that for %EAS. In general, higher intakes of added sugars were associated with lower intakes of most nutrient-rich, ‘core’ food groups and higher intakes of energy-dense, nutrient-poor ‘extra’ foods. In conclusion, assessing intakes of added sugars may be a better approach for addressing issues of diet quality compared with intakes of total sugars.
Publisher: Springer Science and Business Media LLC
Date: 06-10-2022
DOI: 10.1007/S10886-021-01307-5
Abstract: Bark stripping by mammals is a major problem in managed conifer forests worldwide. In Australia, bark stripping in the exotic plantations of Pinus radiata is mainly caused by native marsupials and results in reduced survival, growth, and in extreme cases death of trees. Herbivory is influenced by a balance between primary metabolites that are sources of nutrition and secondary metabolites that act as defences. Identifying the compounds that influence herbivory may be a useful tool in the management of forest systems. This study aimed to detect and identify both constitutive and induced compounds that are associated with genetic differences in susceptibility of two-year-old P. radiata trees to bark stripping by marsupials. An untargeted profiling of 83 primary and secondary compounds of the needles and bark s les from 21 susceptible and 21 resistant families was undertaken. These were among the most and least damaged families, respectively, screened in a trial of 74 families that were exposed to natural field bark stripping by marsupials. Experimental plants were in the same field trial but protected from bark stripping and a subset were subjected to artificial bark stripping to examine induced and constitutive chemistry differences between resistant and susceptible families. Machine learning (random forest), partial least squares plus discriminant analysis (PLS-DA), and principal components analysis with discriminant analysis (PCA-DA), as well as univariate methods were used to identify the most important totals by compound group and in idual compounds differentiating the resistant and susceptible families. In the bark, the constitutive amount of two sesquiterpenoids - bicyclogermacrene and an unknown sesquiterpenoid alcohol -were shown to be of higher levels in the resistant families, whereas the constitutive sugars, fructose, and glucose, as well in idual phenolics, were higher in the more susceptible families. The chemistry of the needles was not useful in differentiating the resistant and susceptible families to marsupial bark stripping. After artificial bark stripping, the terpenes, sugars, and phenolics responded in both the resistant and susceptible families by increasing or reducing amounts, which leveled the differences in the amounts of the compounds between the different resistant and susceptible classes observed at the constitutive level. Overall, based on the families with extreme values for less and more susceptibility, differences in the amounts of secondary compounds were subtle and susceptibility due to sugars may outweigh defence as the cause of the genetic variation in bark stripping observed in this non-native tree herbivory system.
Publisher: American Chemical Society (ACS)
Date: 09-09-2004
DOI: 10.1021/JF0499323
Abstract: The broad spectrum, systemic fungicides tebuconazole and propiconazole are used to control rust in boronia (Boronia megastigma Nees). Gas chromatography combined with either a benchtop quadrupole mass spectrometer or a high-resolution mass spectrometer allowed for the monitoring of both pesticides in boronia leaves, flowers, and concrete. Field trials were established at two sites to determine the rate of dissipation of tebuconazole and propiconazole in boronia. At site 1, two application rates of 125 and 250 g active ingredient/hectare (ai/ha) tebuconazole were employed. Treatments were repeated 17 days later. At harvest, 286 days after the final application, tebuconazole was detected at levels of 0.06 +/- 0.05 and 0.5 +/- 0.1 [mg/kg +/- standard error, on a dry matter basis (DMB)] in the leaves collected from plots treated with 125 and 250 g ai/ha of tebuconazole, respectively. The oil produced from the flowers collected at the final harvest had residues of tebuconazole at levels of 0.06 +/- 0.03 and 0.10 +/- 0.08 mg/kg for the 125 and 250 g ai/ha application rates, respectively. Two repeat applications of 125 g ai/ha propiconazole were also used at site 1. Residues of propiconazole were detected at 0.09 +/- 0.03 mg/kg (DMB) 286 days after the final application. At site 2, treatments of 125 g ai/ha of tebuconazole were applied twice. At harvest, 279 days after the final application of tebuconazole, residues were recorded at 0.30 +/- 0.09 mg/kg in the leaves (DMB) while the oil produced had 0.20 +/- 0.07 mg/kg.
Publisher: Oxford University Press (OUP)
Date: 25-10-2010
Abstract: The tryptamine pathway is one of five proposed pathways for the biosynthesis of indole-3-acetic acid (IAA), the primary auxin in plants. The enzymes AtYUC1 (Arabidopsis thaliana), FZY (Solanum lycopersicum), and ZmYUC (Zea mays) are reported to catalyze the conversion of tryptamine to N-hydroxytryptamine, putatively a rate-limiting step of the tryptamine pathway for IAA biosynthesis. This conclusion was based on in vitro assays followed by mass spectrometry or HPLC analyses. However, there are major inconsistencies between the mass spectra reported for the reaction products. Here, we present mass spectral data for authentic N-hydroxytryptamine, 5-hydroxytryptamine (serotonin), and tryptamine to demonstrate that at least some of the published mass spectral data for the YUC in vitro product are not consistent with N-hydroxytryptamine. We also show that tryptamine is not metabolized to IAA in pea (Pisum sativum) seeds, even though a PsYUC-like gene is strongly expressed in these organs. Combining these findings, we propose that at present there is insufficient evidence to consider N-hydroxytryptamine an intermediate for IAA biosynthesis.
Publisher: Oxford University Press (OUP)
Date: 23-10-2015
Abstract: Water deficit associated with drought can severely affect plants and influence ecological interactions involving plant secondary metabolites. We tested the effect of mild water deficit and rewatering on physiological, morphological and chemical traits of juvenile Eucalyptus globulus Labill. and Eucalyptus viminalis Labill. We also tested if responses of juvenile eucalypts to water deficit and rewatering varied within species using provenances across a rainfall gradient. Both species and all provenances were similarly affected by mild water deficit and rewatering, as only foliar abscisic acid levels differed among provenances during water deficit. Across species and provenances, water deficit decreased leaf water potential, above-ground biomass and formylated phloroglucinol compound concentrations, and increased condensed tannin concentrations. Rewatering reduced leaf carbon : nitrogen, and total phenolic and chlorogenic acid concentrations. Water deficit and rewatering had no effect on total oil or in idual terpene concentrations. Levels of trait plasticity due to water deficit and rewatering were less than levels of constitutive trait variation among provenances. The overall uniformity of responses to the treatments regardless of native provenance indicates limited ersification of plastic responses when compared with the larger quantitative variation of constitutive traits within these species. These responses to mild water deficit may differ from responses to more extreme water deficit or to responses of juvenile/mature eucalypts growing at each locality.
Publisher: American Chemical Society (ACS)
Date: 08-2008
DOI: 10.1021/OM800398E
Publisher: Springer Science and Business Media LLC
Date: 24-01-2015
Publisher: Springer Science and Business Media LLC
Date: 16-11-2011
Publisher: Wiley
Date: 02-1995
Publisher: Elsevier BV
Date: 04-1991
DOI: 10.1016/0378-4347(91)80384-O
Abstract: A novel analytical screening procedure has been developed, using computer-controlled gas chromatography-mass spectrometry (GC-MS), to detect 120 drugs of interest to road safety. This paper describes GC-MS methodology suitable for use on extracts of biological origin, while extraction procedures will be the subject of a future communication. The method was devised to identify drugs in extracts of blood s les, as part of an investigation into the involvement of drugs, other than alcohol, in road accidents. The method could be adapted to screen for other substances. The method depends on a "macro" program which was written to automate the search of GC-MS data for target drugs. The strategy used was to initially search for each drug in the database by monitoring for a single characteristic ion at the expected retention time. If a peak is found in this first mass chromatogram, a peak for a second characteristic ion is sought within 0.02 min of the first and, if found, the ratio of peak areas calculated. Probable drug identification is based on the simultaneous appearance of peaks for both characteristic ions at the expected retention time and in the correct ratio. If the ratio is outside acceptable limits, a suspected drug (requiring further investigation) is reported. The search macro can use either full mass spectra or, for enhanced sensitivity, data from selected ion monitoring (which requires switching between groups of ions during data acquisition). Quantitative data can be obtained in the usual way by the addition of internal standards.
Publisher: Elsevier BV
Date: 02-2004
Publisher: Wiley
Date: 31-08-2017
DOI: 10.1111/CEA.12987
Abstract: Allergen immunotherapy uses pharmaceutical preparations derived from naturally occurring source materials, which contain water-soluble allergenic components responsible for allergic reactions. The success of in vivo and in vitro diagnoses in allergen sensitization and allergen immunotherapy largely depends on the quality, composition and uniformity of allergenic materials used to produce the active ingredients, and the formulation employed to prepare finished products. We aimed to examine the factors influencing batch-to-batch consistency of Jack Jumper (Myrmecia pilosula) ant venom (JJAV) in the form of active pharmaceutical ingredient (AI) and informed whether factors such as temperature, artificial light and container materials influence the quality of JJAV AIs. We also aimed to establish handling and storage requirements of JJAV AIs to ensure preservation of allergenic activities during usage in the diagnosis of allergen sensitization and in allergen immunotherapy. The quality and consistency of JJAV AIs were analysed using a combination of bicinchoninic acid assay for total protein quantification, HPLC-UV for JJAV allergen peptides quantification, ELISA inhibition for total allergenic potency, SDS-PAGE, AU-PAGE and immunoblot for qualitative assessment of JJAV components, and Limulus Amebocyte Lysate assay for the quantification of endotoxin concentration. API-ZYM and Zymogram assays were used to probe the presence of enzymatic activities in JJAV. Pharmaceutical-grade JJAV for allergen immunotherapy has good batch-to-batch consistency. Temporary storage at 4°C and light exposure do not affect the quality of JJAV. Exposure to temperature above 40°C degrades high MW allergens in JJAV. Vials containing JJAV must be stored frozen and in upright position during long-term storage. We have identified factors, which can influence the quality and consistency of JJAV AIs, and provided a framework for appropriate handling, transporting and storage of JJAV to be used for the diagnosis of allergen sensitization and in AIT.
Publisher: Wiley
Date: 13-09-2017
DOI: 10.1111/EVO.13317
Abstract: Divergence in communication systems should influence the likelihood that in iduals from different lineages interbreed, and consequently shape the direction and rate of hybridization. Here, we studied the role of chemical communication in hybridization, and its contribution to asymmetric and sexually selected introgression between two lineages of the common wall lizard (Podarcis muralis). Males of the two lineages differed in the chemical composition of their femoral secretions. Chemical profiles provided information regarding male secondary sexual characters, but the associations were variable and inconsistent between lineages. In experimental contact zones, chemical composition was weakly associated with male reproductive success, and did not predict the likelihood of hybridization. Consistent with these results, introgression of chemical profiles in a natural hybrid zone resembled that of neutral nuclear genetic markers overall, but one compound in particular (tocopherol methyl ether) matched closely the introgression of visual sexual characters. These results imply that associations among male chemical profiles, sexual characters, and reproductive success largely reflect transient and environmentally driven effects, and that genetic ergence in chemical composition is largely neutral. We therefore suggest that femoral secretions in wall lizards primarily provide information about residency and in idual identity rather than function as sexual signals.
Publisher: Elsevier BV
Date: 08-2019
Publisher: The Institute of Brewing & Distilling
Date: 04-03-1982
Publisher: Wiley
Date: 06-2002
DOI: 10.1034/J.1399-3054.2002.1150219.X
Abstract: The suggestion that brassinosteroids (BRs) have a negative regulatory role in de-etiolation is based largely on correlative evidence, which includes the de-etiolated phenotypes of, and increased expression of light-regulated genes in, dark-grown mutants defective in BR biosynthesis or response. However, we have obtained the first direct evidence which shows that endogenous BR levels in light-grown pea seedlings are increased, not decreased, in comparison with those grown in the dark. Similarly, we found no evidence of a decrease in castasterone (CS) levels in seedlings that were transferred from the dark to the light for 24 h. Furthermore, CS levels in the constitutively de-etiolated lip1 mutant are similar to those in wild-type plants, and are not reduced as is the case in the BR-deficient lkb plants. Unlike lip1, the pea BR-deficient mutants lk and lkb are not de-etiolated at the morphological or molecular level, as they exhibit neither a de-etiolated phenotype or altered expression of light-regulated genes when grown in the dark. Similarly, dark-grown WT plants treated with the BR biosynthesis inhibitor, Brz, do not exhibit a de-etiolated phenotype. In addition, analysis of the lip1lkb double mutant revealed an additive phenotype indicative of the two genes acting in independent pathways. Together these results strongly suggest that BR levels do not play a negative-regulatory role in de-etiolation in pea.
Publisher: Wiley
Date: 09-03-2010
DOI: 10.1002/RCM.4488
Abstract: It has been demonstrated that substituted indoles fully labelled with deuterium on the aromatic ring can undergo substantial exchange back to partial and even fully protonated forms during atmospheric pressure chemical ionisation (APCI) liquid chromatography/mass spectrometry (LC/MS). The degree of this exchange was strongly dependent on the absolute quantity of analyte, the APCI desolvation temperature, the nature of the mobile phase, the mobile phase flow rate and the instrument used. Hydrogen/deuterium (H/D) exchange on several other aromatic ring systems during APCI LC/MS was either undetectable (nitrobenzene, aniline) or extremely small (acetanilide) compared to the effect observed for substituted indoles. This observation has major implications for quantitative assays using deuterium-labelled internal standards and for the detection of deuterium-labelled products from isotopically labelled feeding experiments where there is a risk of back exchange to the protonated form during the analysis.
Publisher: American Society for Microbiology
Date: 15-12-2004
DOI: 10.1128/JB.186.24.8508-8515.2004
Abstract: Direct analysis of membrane lipids by liquid chromatography-electrospray mass spectrometry was used to demonstrate the role of unsaturation in ether lipids in the adaptation of Methanococcoides burtonii to low temperature. A proteomics approach using two-dimensional liquid chromatography-mass spectrometry was used to identify enzymes involved in lipid biosynthesis, and a pathway for lipid biosynthesis was reconstructed from the M. burtonii draft genome sequence. The major phospholipids were archaeol phosphatidylglycerol, archaeol phosphatidylinositol, hydroxyarchaeol phosphatidylglycerol, and hydroxyarchaeol phosphatidylinositol. All phospholipid classes contained a series of unsaturated analogues, with the degree of unsaturation dependent on phospholipid class. The proportion of unsaturated lipids from cells grown at 4°C was significantly higher than for cells grown at 23°C. 3-Hydroxy-3-methylglutaryl coenzyme A synthase, farnesyl diphosphate synthase, and geranylgeranyl diphosphate synthase were identified in the expressed proteome, and most genes involved in the mevalonate pathway and processes leading to the formation of phosphatidylinositol and phosphatidylglycerol were identified in the genome sequence. In addition, M. burtonii encodes CDP-inositol and CDP-glycerol transferases and a number of homologs of the plant geranylgeranyl reductase. It therefore appears that the unsaturation of lipids may be due to incomplete reduction of an archaeol precursor rather than to a desaturase mechanism. This study shows that cold adaptation in M. burtonii involves specific changes in membrane lipid unsaturation. It also demonstrates that global methods of analysis for lipids and proteomics linked to a draft genome sequence can be effectively combined to infer specific mechanisms of key biological processes.
Publisher: Wiley
Date: 05-2011
DOI: 10.1002/FFJ.2067
Publisher: Oxford University Press (OUP)
Date: 28-11-2015
DOI: 10.1093/AOB/MCU222
Publisher: Springer Science and Business Media LLC
Date: 04-05-2006
DOI: 10.1007/S10886-006-9076-1
Abstract: Mammalian herbivores, particularly browsers and folivores, encounter and consume a range of plant chemical defenses [plant secondary metabolites (PSMs)] on a regular basis. The physiological regulation of PSM ingestion and the resulting behavioral responses of mammalian herbivores directly affect their feeding decisions and the subsequent foraging strategies that they adopt. Generalist mammalian herbivores are hypothesized to consume a generalized diet because of physiological limitations of their detoxification systems. The consumption of a generalized diet is proposed to enable toxin (PSM) dilution through the use of multiple detoxification pathways. We tested the predictions of the detoxification-limitation hypothesis by offering two chemically different plant species, Eucalyptus regnans and E. globulus, to a generalist mammalian folivore, the common brushtail possum (Trichosurus vulpecula), as single- and mixed-species diets. By feeding more efficiently, brushtail possums benefited more, through increased intake, on the mixed-species diet than on either of the single-species diets. We argue that frequently switching between chemically erse foliage reduces the physiological constraints imposed by a PSM-rich diet and enables more efficient feeding. The behavioral responses of brushtail possums were consistent with the proposed physiological constraints of a chemically defended diet, offering support for predictions of the detoxification-limitation hypothesis. We suggest that feeding behavior of herbivores may be a useful indicator of the physiological constraints imposed by a chemically defended diet.
Publisher: Wiley
Date: 12-1982
Publisher: Springer Science and Business Media LLC
Date: 20-07-2016
Publisher: Informa UK Limited
Date: 1989
DOI: 10.3109/00498258909034688
Abstract: 1. Single doses of 1,2,4-trimethylbenzene (124TMB) or 14C-124TMB were administered orally to rats for metabolism and distribution studies. 2. 14C-124TMB was rapidly and widely distributed throughout the body with the highest levels in adipose tissue. No other preferential uptake of 14C-124TMB by any of the organs or tissues examined was evident. 3. Tissue levels declined rapidly within 24 h after dosage, with more than 99% of the administered radioactivity recovered in the urine during this period. 4. A complex mixture of isomeric trimethylphenols, dimethylbenzyl alcohols, dimethylbenzoic acids and dimethylhippuric acids excreted in the urine accounted for more than 81% of the administered dose. The major metabolites were 3,4-dimethylhippuric acid (30.2% dose), 2,4-dimethylbenzyl alcohol (12.7% dose, primarily as sulphate and glucuronide conjugates) and 2,5-dimethylbenzyl alcohol (11.7% dose, primarily as sulphate and glucuronide conjugates).
Publisher: Informa UK Limited
Date: 1985
DOI: 10.3109/00498258509045046
Abstract: The metabolism of phenacetin to reactive intermediates in humans was estimated from the excretion of thio adducts in urine. N-Hydroxyphenacetin, a precursor of reactive metabolites, was also quantified. Following an oral dose of phenacetin (10 mg/kg) to humans, these metabolites in 24 h urine were: paracetamol-3-cysteine, 4.4% dose paracetamol-3-mercapturate, 3.9% 3-thiomethylparacetamol, 0.4% N-hydroxyphenacetin, 0.5%. Rats showed a considerable increase in N-hydroxyphenacetin excretion after chronic dosing with phenacetin at high dosage (500 mg/kg) for one month. chronic dosing with a low dose (50 mg/kg) did not increase N-hydroxyphenacetin excretion, but a marked increase occurred on concomitant administration of aspirin and caffeine.
Publisher: Springer Science and Business Media LLC
Date: 1998
Publisher: Springer Science and Business Media LLC
Date: 04-12-2005
DOI: 10.1007/S00442-004-1769-Y
Abstract: Plant resistance to herbivores can be influenced not only by the independent effects of plant genotype and environmental variation, but by interactions between the two. The main aim of this study was to assess the effects of environmental variability (nutrient treatment) on the known genetic-based expression of resistance and defensive chemistry of Eucalyptus globulus to browsing by the generalist mammalian herbivore Trichosurus vulpecula. In a captive feeding trial, we measured intake of seedlings from one relatively resistant (Blue Gum Hill) and one relatively susceptible (St Helens) population of E. globulus grown under two nutrient treatments (no fertiliser, plus fertiliser). There was a significant genotypexfertiliser interaction effect on intake of E. globulus foliage by T. vulpecula, and the predicted genetic-based resistance of the two populations was expressed only for the non-fertilised treatment. Expression of resistance largely reflected the combined and inverse effects of nitrogen and condensed tannin concentrations. The expression of plant secondary metabolite concentration differed between compounds, but in all cases the effects of plant genotype and fertiliser treatment were independent. The formylated phloroglucinol compounds differed significantly between genotypes but not between fertiliser treatments. In contrast, the effect of plant genotype on the expression of condensed tannins was weak but they were significantly reduced by fertiliser. Essential oils were influenced by both plant genotype and fertiliser treatment and were significantly higher in the fertilised seedlings than in the non-fertilised seedlings. This study highlights interactive effects of plant genotype and environment in influencing the phenotypic expression of resistance in a eucalypt species to a mammalian browser. It also demonstrates that this interactive effect is the net result of independent effects of genotype and environment on plant chemistry and finally, that different groups of compounds within a plant can respond very differently to variation in environmental conditions.
Publisher: Wiley
Date: 12-1983
Abstract: A technique for the direct quantitative determination of plasma warfarin concentrations has been developed using multiple metastable peak monitoring on a double focusing mass spectrometer of normal geometry. The method uses a direct insertion probe and requires no s le purification or derivatization. Deuterated warfarin was added as an internal standard, and the first field free region metastable fragmentations for the loss of an acetyl radical from the molecular ion of both warfarin and internal standard were monitored. These independent daughter ions were focused by a simple combination of linking the magnetic and electric sectors, accelerating voltage switching and selected ion monitoring using standard instrumentation. Results were acquired and processed by normal selected ion monitoring software. Repeated determinations of plasma warfarin concentrations were made with plasma extracts representing approximately 4 microliter of plasma, each s le taking two minutes to process by this technique.
Publisher: Oxford University Press (OUP)
Date: 04-02-2013
DOI: 10.1093/JXB/ERT017
Publisher: Oxford University Press (OUP)
Date: 26-09-2016
Abstract: Near-infrared reflectance spectroscopy (NIRS) is frequently used for the assessment of key nutrients of forage or crops but remains underused in ecological and physiological studies, especially to quantify non-structural carbohydrates. The aim of this study was to develop calibration models to assess the content in soluble sugars (fructose, glucose, sucrose) and starch in foliar material of Eucalyptus globulus. A partial least squares (PLS) regression was used on the s le spectral data and was compared to the contents measured using standard wet chemistry methods. The calibration models were validated using a completely independent set of s les. We used key indicators such as the ratio of prediction to deviation (RPD) and the range error ratio to give an assessment of the performance of the calibration models. Accurate calibration models were obtained for fructose and sucrose content (R2 > 0.85, root mean square error of prediction (RMSEP) of 0.95%–1.26% in the validation models), followed by sucrose and total soluble sugar content (R2 ~ 0.70 and RMSEP > 2.3%). In comparison to the others, calibration of the starch model performed very poorly with RPD = 1.70. This study establishes the ability of the NIRS calibration model to infer soluble sugar content in foliar s les of E. globulus in a rapid and cost-effective way. We suggest a complete redevelopment of the starch analysis using more specific quantification such as an HPLC-based technique to reach higher performance in the starch model. Overall, NIRS could serve as a high-throughput phenotyping tool to study plant response to stress factors.
Publisher: Springer Science and Business Media LLC
Date: 23-01-2008
DOI: 10.1007/S10886-007-9422-Y
Abstract: The autumn gum moth, Mnes ela privata, utilizes several species of Eucalyptus planted outside regions of endemism within Australia. We investigated whether foliar monoterpene composition influenced oviposition in the field on the natural primary host (E. globulus) and a novel host (E. rubida), both characterized by nonstructural epicuticular waxes. In the laboratory, oviposition preferences of females for species and families of known host, novel hosts, and non-hosts that were characterized by both nonstructural and structural waxes but also varied in foliar concentrations of the purportedly toxic plant secondary metabolite (sideroxylonal) were studied. Although M. privata laid as many eggs on trees of two families of E. rubida as they did on trees of two families of E. globulus, there were significant differences in the numbers of clutches of eggs laid. When combined with data for oviposition on another five families of E. globulus, we found a negative relationship between mean numbers of eggs and foliar concentration of alpha-pinene but a positive relationship between egg numbers and the concentration of alpha-terpineol. The field data suggest that female M. privata are just as willing to lay eggs on novel hosts with comparable foliar monoterpene compositions to those of the primary host, especially if they produce nonstructural epicuticular waxes. Oviposition assays in the laboratory endorse this mechanism of host plant hierarchy and support the long-held assumption of the host primacy of E. globulus. In laboratory assays, some larvae pupated on all hosts (except Corymbia eximia) but the number completing larval development was greater on hosts with softer leaves. Larval survival was also reduced on hosts with high concentrations of sideroxylonal but only if those hosts also had modest to high concentrations of monoterpenes. Larval survival was high on a host (E. macarthurii) with a high concentration of sideroxylonal but with virtually zero monoterpene content. This suggests that the monoterpene content of a host could antagonize the effect on M. privata larvae of its sideroxylonal content. The larval food plant most affected the fitness of female rather than male pupae. Of the known host expansion events, all have occurred in mixed species plantations. The co-occurrence in these plantations of either the primary host or other highly ranked species probably explains the eventual expansion onto the neighboring species of Eucalyptus and Corymbia.
Publisher: MDPI AG
Date: 17-11-2018
Abstract: Psyllids (Hemiptera: Psylloidea) are small sucking insects with high host plant specificity. Despite the primitive olfactory system of psyllids, some species have been suggested to rely on host plant volatiles (HPVs) for seasonal migration between summer deciduous hosts and winter coniferous hosts. Similarly, enhanced attraction of psyllid vectors has been observed as a result of the manipulation of host odors by plant pathogens. As yet, there are no studies of olfaction in psyllids that utilize evergreen eucalypt hosts. We investigated the behavioral responses of adults of four Eucalyptus-feeding psyllids—Ctenarytaina eucalypti, C. bipartita, Anoeconeossa bundoorensis and Glycaspis brimblecombei—to their respective HPVs in Y-tube olfactometer bioassays. We also used existing physiological data for C. eucalypti to investigate potential olfactory tuning that may modulate the preference for morphologically juvenile leaves over morphologically adult leaves. Although adult C. eucalypti were consistently repelled by HPVs from damaged host leaves, none of the species exhibited positive chemotaxis to HPVs from undamaged leaves. Surprisingly, G. brimblecombei was repelled by HPVs from undamaged host leaves. Our findings provide little support for a significant role of olfaction in host location by Eucalyptus-feeding psyllids. We propose a number of ecological hypotheses to explain these unexpected findings.
Publisher: CSIRO Publishing
Date: 2009
DOI: 10.1071/BT09108
Abstract: Our knowledge of the composition of the waxes on the surfaces of Eucalyptus leaves is growing but that of plant primary metabolites has been completely overlooked. The diffusion of primary metabolites above the cuticle exposes them to a variety of herbivorous taxa and has the potential to influence their responses to that plant. Juvenile leaves of two families of Eucalyptus globulus Labill. ssp. globulus and two families of E. nitens (Deane & Maiden) Maiden had 11 out of 16 of the epicuticular waxes that were detected in common. However, two phenylethyl esters (waxes) were only detected on leaves of one family of E. globulus and two benzyl esters (waxes) were not detected or were uncommon in s les from E. nitens. Wax compounds were generally found in s les from both leaf surfaces but a few were only detected in s les from particular sides. Species and families of eucalypt did not differ significantly in the concentrations of free sugars, polyols, malic acid or γ-aminobutyric acid (GABA) (all plant primary metabolites) collected from the surfaces of leaves. However, concentrations of all these metabolites were usually higher in collections from the upper surfaces of leaves. High wax abundance, especially on the lower surfaces of E. globulus leaves, is suspected to have hindered dissolution of all the primary metabolites quantified. Several free amino acids exhibited significant species-level differences in concentrations, namely the aromatic, amide and sulfur-containing amino acids as well as proline family-level differences in amino acid concentrations were not significant. Australian and overseas evidence showing that differences in waxes and primary metabolites can be influential in plant susceptibility to herbivorous taxa is considered with respect to the threats posed by the autumn gum moth and Mycosphaerella leaf spot fungi.
Publisher: Wiley
Date: 03-1994
Publisher: Elsevier BV
Date: 08-2018
DOI: 10.1016/J.FOODCHEM.2018.02.137
Abstract: The influence of process parameters on the extraction of anthocyanins from the edible portion of fresh, sweet cherry were investigated. The optimal extraction time and temperature were determined as 90 min and 37 °C, respectively. A solvent/solid ratio of 10 mL/g using 100% acidified solvent resulted in the greatest anthocyanin yield. No significant difference was observed between the use of methanol or ethanol as the extraction solvent. Ultra Performance Liquid Chromatography-MS analysis of the extract identified four anthocyanins, with cyanidin-3-rutinoside and peonidin-3-rutinoside accounting for over 95% of the anthocyanin content, while cyanidin-3-glucoside and pelargonidin-3-rutinoside accounted for the remaining 5%. 244 mg/100 g fresh weight total anthocyanins were determined in the fresh cherries using the optimal extraction conditions.
Publisher: Public Library of Science (PLoS)
Date: 26-07-2017
Publisher: Springer Science and Business Media LLC
Date: 2003
Abstract: This study characterized the chemical responses of Eucalyptus globulus and Eucalyptus nitens to artificial inoculation with a basidiomycete decay fungus. Nine-year-old trees responded to mechanical wounding or inoculation with the decay fungus by producing new wound wood characterized by the presence of dark extractives 17 months after wounding. Analysis of crude wound wood extracts by HPLC coupled to negative ion electrospray mass spectrometry revealed the presence of a complex mixture of many unidentified formylated phlorglucinol compounds (FPCs), in addition to a erse range of other polyphenolic compounds (hydrolyzable tannins, proanthocyanidins, flavanone glycoside, stilbene glycosides). Prior to this study, FPCs have only been reported from leaves and buds of Eucalyptus spp. Unequivocal evidence for the presence of macrocarpal A and B, and sideroxylonal A and B in the crude extracts was obtained, as well as evidence for a wide range of as yet unreported FPCs. Subsequent preliminary in vitro fungal and bacterial bioassays did not support an antimicrobial role for FPCs in host-pathogen interactions in eucalypts.
Publisher: Royal Society of Chemistry (RSC)
Date: 2010
DOI: 10.1039/C001109F
Abstract: An unreported product outcome from an intended Sonogashira coupling is presented. The generality of this finding has been demonstrated by screening of a range of pre-catalysts. Mechanistic studies are consistent with the tetra-aryl benzene product forming by interception of the aryl halide oxidative addition intermediate by repeated acetylene insertion.
Publisher: Springer Science and Business Media LLC
Date: 23-09-2022
Publisher: Springer Science and Business Media LLC
Date: 03-2004
Publisher: Royal Society of Chemistry (RSC)
Date: 2015
DOI: 10.1039/C4EM00631C
Abstract: This letter discusses the origins of certain components of dissolved organic matter.
Publisher: Informa UK Limited
Date: 09-2007
DOI: 10.1080/00498250701570277
Abstract: 1,8-Cineole (cineole) is a Eucalyptus leaf toxin that defends against predation by herbivores such as the brushtail possum (Trichosurus vulpecula). The aim of the current study was to characterize the pharmacokinetics of cineole in the possum to improve understanding about how possums can avoid cineole toxicity when eating a Eucalyptus diet. Nine male possums were trapped in the wild and acclimated to captivity a subcutaneous port was then implanted for venous blood s ling. Cineole was administered intravenously (10 and 15 mg kg(-1)) via a lateral tail vein and orally (30, 100 and 300 mg kg(-1)) by gavage, and blood concentrations of cineole and its metabolites were determined by gas chromatography. Cineole had a large terminal volume of distribution (V(z) = 27 l kg(-1)) and a high clearance (43 ml min(-1) kg(-1)), equal to hepatic blood flow. The terminal half-life was approximately 7 h. Oral bioavailability was low (F = 0.05) after low doses, but increased tenfold with dose, probably due to saturable first-pass metabolism. These findings indicate that when possums feed on a cineole diet, they eat until the cineole consumed is sufficient to saturate pre-systemic metabolism, leading to a rapid rise in bioavailability and cineole blood levels, and a cessation of the feeding bout. This is the first report on the pharmacokinetics of a dietary toxin in a wild herbivore, and provides insights into the interactions between the blood concentration of a plant secondary metabolite and the browsing behaviour of a herbivore.
Publisher: Springer Science and Business Media LLC
Date: 12-2005
Publisher: Wiley
Date: 2001
DOI: 10.1002/PCA.548
Abstract: The first detailed analysis of the phenolic constituents of the reaction zones (tissue of antimicrobial defence) from the sapwood of a Eucalyptus spp. is presented. Plantation-grown Eucalyptus nitens trees with stem decay resulting from pruning wounds were s led and extracts were prepared from healthy sapwood and from reaction zone tissue. Analysis by HPLC with ESI-MS revealed that a erse range of hydrolysable tannins are present in both healthy sapwood and in reaction zone extracts, including over 30 gallotannins, ellagitannins and phenols. Eight tannins were unequivocally identified, including the gallotannins tri-O-galloyl-beta-D-glucose, tetra-O-galloyl-beta-D-glucose and penta-O-galloyl-beta-D-glucose, and the ellagitannins pedunculagin, tellimagrandin I, casuarinin, casuarictin and tellimagrandin II. The phenols gallic acid, ellagic acid and catechin were also identified. The ellagitannins (particularly pedunculagin) are considerably more abundant in the reaction zone than in the healthy sapwood and may contribute to the effectiveness of the reaction zone as an antimicrobial barrier.
Publisher: Oxford University Press (OUP)
Date: 11-2009
DOI: 10.1603/033.046.0619
Abstract: Kunzea ambigua (Smith) Druce (Myrtaceae) is an Australian native plant, commonly known as tick bush. The essential oil of the plant has been proposed as a potential mosquito repellent. Commercial K. ambigua oil was analyzed by gas chromatography-mass spectrometry (GC-MS) and its composition compared with that of oils from two in idual K. ambigua plants and citronella oil. K. ambigua oils were studied for their repellency against Aedes aegypti L. Formulations of three different K. ambigua essential oils (30% vol:vol) were tested for repellency to mosquitoes using human volunteers. One oil was compared with citronella and N,N'-diethyl-3-methylbenzamide (deet) for repellency. Oil formulations were also tested for repellency with and without the addition of 5% vanillin. The formulation containing commercially produced K. ambigua oil had a mean complete protection time (CPT) of 49 +/- 24 (SD) min. All the K. ambigua formulations had comparable repellency to 40% citronella. However, the 60% citronella formulation showed higher repellency than the 40% K. ambigua formulation. The addition of 5% vanillin did not increase the repellency of K. ambigua oil. Both K. ambigua oil and citronella were significantly less repellent than deet. The K. ambigua essential oil formulations should not be advocated for use as repellents in regions prone to mosquito-borne disease.
Publisher: Wiley
Date: 15-07-2013
DOI: 10.1111/AAB.12050
Publisher: Elsevier BV
Date: 1988
Publisher: Wiley
Date: 13-07-2012
Publisher: Springer Science and Business Media LLC
Date: 06-04-2011
DOI: 10.1007/S00253-011-3211-9
Abstract: A new cyclic amino acid was detected in a deletion mutant of the moderately halophilic bacterium Halomonas elongata deficient in ectoine synthesis. Using mass spectroscopy (MS) and nuclear magnetic resonance (NMR) techniques, the substance was identified as 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylate (ADPC). We were able to demonstrate that ADPC is the product of a side reaction of lone ectoine synthase (EC 4.2.1.108), which forms ADPC by cyclic condensation of glutamine. This reaction was shown to be reversible. Subsequently, a number of ectoine derivatives, in particular 4,5-dihydro-2-methylimidazole-4-carboxylate (DHMICA) and homoectoine, were also shown to be cleaved by ectoine synthase, which is classified as a hydro-lyase. This study thus reports for the first time that ectoine synthase accepts more than one substrate and is a reversible enzyme able to catalyze both the intramolecular condensation into and the hydrolytic cleavage of cyclic amino acid derivatives. As ADPC supports growth of bacteria under salt stress conditions and stabilizes enzymes against freeze-thaw denaturation, it displays typical properties of compatible solutes. As ADPC has not yet been described as a natural compound, it is presented here as the first man-made compatible solute created through genetic engineering.
Publisher: Informa UK Limited
Date: 27-01-2018
Publisher: Springer Science and Business Media LLC
Date: 02-2004
DOI: 10.1023/B:JOEC.0000030267.75347.C1
Abstract: The autumn gum moth, Mnes ela privata, is a native Australian species whose preferred host, Eucalyptus globulus (Myrtaceae), is an aromatic evergreen tree that has long-lived waxy leaves during the juvenile phase of growth. We compared the behavioral and antennal responses of female moths to whole leaves (new and old) and s les of foliar chemicals (from new and old leaves) from a typical E. globulus subsp. pseudoglobulus with responses to a glossy, half-sibling E. g. subsp. pseudoglobulus putative hybrid (the result of natural cross-pollination). We also studied larval survival and development on leaves from the same trees. In laboratory binary-choice assays, female M. privata laid more eggs on waxy leaves than on glossy leaves thereby confirming the nonpreference for the glossy tree that was observed in the field. Analyses of the monoterpenes and waxes of both trees revealed that they had comparable suites of monoterpenes and total oil contents but different suites of epicuticular waxes. Headspace extracts differed in the intensity of component monoterpenes. Gas chromatographic analyses with electroantennographic detection showed different patterns of monoterpene detection. Leaves of the glossy tree had a less erse array of epicuticular waxes than those of the waxy tree. Electroantennographic screening of responses to wax extracts from leaves (new and old) from either tree revealed positive dose-dependent responses of female antennae to waxes from new leaves only. Binary-choice assays also revealed a strong preference by ovipositing females for new, compared to old, leaves whether they were from the waxy or the glossy tree. However, new leaves from either tree could be manipulated (by physical abrasion of epicuticular waxes) so that females would lay almost no eggs on them. Larval survival did not differ between groups reared on leaves from both trees (new and old). Over 70% of all larvae survived to pupation. However, larvae reared on leaves from the glossy tree took longer to pupate than those reared on leaves from the waxy tree. Also, larvae reared on new leaves from either tree did not perform as well as those reared on old leaves. Monoterpene and wax cues are suggested as helping female M. privata locate preferred hosts in native forests.
Publisher: Elsevier BV
Date: 11-2002
DOI: 10.1016/S1570-0232(02)00625-6
Abstract: We have developed two solid-phase microextraction (SPME) methods, coupled with gas chromatography, for quantitatively analysing the major Eucalyptus leaf terpene, 1,8-cineole, in both expired air and blood from the common brushtail possum (Trichosurus vulpecula). In-line SPME s ling (5 min at 20 degrees C room temperature) of excurrent air from an expiratory chamber containing a possum dosed orally with 1,8-cineole (50 mg/kg) allowed real-time semi-quantitative measurements reflecting 1,8-cineole blood concentrations. Headspace SPME using 50 microl whole blood collected from possums dosed orally with 1,8-cineole (30 mg/kg) resulted in excellent sensitivity (quantitation limit 1 ng/ml) and reproducibility. Blood concentrations ranged between 1 and 1380 ng/ml. Calibration curves were prepared for two concentration ranges (0.05-10 and 10-400 ng/50 microl) for the analysis of blood concentrations. Both calibration curves were linear (r(2)=0.999 and 0.994, respectively) and the equations for the two concentration ranges were consistent.
Publisher: American Chemical Society (ACS)
Date: 02-03-2011
DOI: 10.1021/JF104051T
Abstract: Analysis of a methanolic extract of marc from Boronia megastigma (Nees) using LC-MS (APCI, nominal mass) provided strong evidence for the presence of both glycosides and malonyl glycosides of methyl cucurbates, C13 norisoprenoids including megastigmanes, and monoterpene alcohols. Subsequent fractionation of an extract from the marc using XAD-2 and LH 20 chromatography followed by LC-UV/MS-SPE-NMR and accurate mass LC-MS resulted in the isolation and identification of (1R,4R,5R)-3,3,5-trimethyl-4-[(1E)-3-oxobut-1-en-1-yl]cyclohexyl β-D-glucopyranoside (3-hydroxy-5,6-dihydro-β-ionone-β-D-glucopyranoside) 3,7-dimethylocta-1,5-diene-3,7-diol-3-O-β-D-glucopyranoside and a methyl {(1R)-3-(β-D-glucopyranosyloxy)-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}acetate stereoisomer (a methyl cucurbate-β-D-glucopyranoside) and provided evidence for 3,7-dimethylocta-1,5-diene-3,7-diol-3-O-(6'-O-malonyl)-β-D-glucopyranoside in boronia flowers.
Publisher: Informa UK Limited
Date: 04-2009
Publisher: CSIRO Publishing
Date: 2001
DOI: 10.1071/PP00112
Abstract: Leaves of Eucalyptus nitens (Deane & Maiden) Maidenwere s led during establishment of seedlings that were deprived of nutrientsor fertilised at planting. Extracts were analysed for polyphenolic compoundsusing high pressure liquid chromatography (HPLC) in conjunction with UV diodearray and electrospray ionisation mass spectrometry (ESI-MS) with negative iondetection as well as direct MS injection. The presence of quercetin, rutin,sideroxylonal A and B andpenta-galloylglucose were confirmed by comparison with standards. Othergalloylglucoses were identified by first principles. Galloylglucoses comprisedabout 75% of polyphenolics. Quercetin and various quercetin glycosidescomprised ca 85% of flavonols. The anthocyanins,cyanidin-3-glycoside and cyanidin-3,5-diglycoside were identified from directinjection MS data. HPLC–ESI-MS was found to be a superior analyticaltechnique compared to conventional HPLC–UV diode array detection due toco-elution of peaks under UV. Temporal variation of anthocyanins may berelated to the severity of cold-induced photoinhibition. Changes ingalloylglucoses and flavonols were similar with time and related to levels offoliar nitrogen. The suitability of HPLC–ESI-MS for the study of foliarpolyphenolics, the phenolic constitution of E. nitensfoliage, and temporal variation of the phenolic constituents during a seedlingestablishment period of 29 weeks are demonstrated.
Publisher: Informa UK Limited
Date: 2001
DOI: 10.1080/00498250110043535
Abstract: 1. This study reports on the pathways of metabolism and enzyme kinetics of the Eucalyptus terpene, 1,8-cineole, by liver microsomes from the brushtail possum (Trichosurus vulpecula) and koala (Phascolarctos cinereus) (animals that normally include this terpene in their diet), rat and human. 2. The rank order of the ability to metabolize 1,8-cineole with respect to overall 1,8-cineole intrinsic clearance (CL'int = Vmax/Kmax in microl mg protein(-1) min(-1)) was koala (188) > possum (181)>> rat (28) > human (12). This order supports the hypothesis that adaptation to a Eucalyptus diet involves enhanced metabolism of terpenes. 3. The metabolism of 1,8-cineole was also studied in the liver from brushtail possum pretreated with a mixture of terpenes, which have previously been shown to induce cytochrome P450 enzymes. Rats were pretreated with the same mixture of terpenes or phenobarbitone. 4. Terpene pretreatment more than doubled the CL'int of 1,8-cineole by brushtail possum liver microsomes (from 180 to 394 microl mg protein(-1) min(-1)) and increased rat CL'int by nearly 10-fold (from 28 to 259 microl mg protein(-1) min(-1)), but still less than the induced possum value. However, phenobarbitone had the greatest inducing effect, increasing the rat CL'int to 1,825 microl mg protein(-1) min(-1). 5. A regioselective preference of oxidation was evident between adapted and non-adapted species. In rat and human oxidation was preferred at the aliphatic ring carbons over methyl substituents. In possum, many of the available carbons were utilized, however metabolism at methyl substituents was preferred. In the koala, oxidation occurred primarily at the methyl substituents.
Publisher: Oxford University Press (OUP)
Date: 07-05-2014
Abstract: The monotreme pattern of egg-incubation followed by extended lactation represents the ancestral mammalian reproductive condition, suggesting that monotreme milk may include saccharides of an ancestral type. Saccharides were characterized from milk of the Tasmanian echidna Tachyglossus aculeatus setosus. Oligosaccharides in pooled milk from late lactation were purified by gel filtration and high-performance liquid chromatography using a porous graphitized carbon column and characterized by (1)H NMR spectroscopy oligosaccharides in smaller s les from early and mid-lactation were separated by ultra-performance liquid chromatography and characterized by negative electrospray ionization mass spectrometry (ESI-MS) and tandem collision mass spectroscopy (MS/MS) product ion patterns. Eight saccharides were identified by (1)H NMR: lactose, 2'-fucosyllactose, difucosyllactose (DFL), B-tetrasaccharide, B-pentasaccharide, lacto-N-fucopentaose III (LNFP3), 4-O-acetyl-3'-sialyllactose [Neu4,5Ac(α2-3)Gal(β1-4)Glc] and 4-O-acetyl-3'-sialyl-3-fucosyllactose [Neu4,5Ac(α2-3)Gal(β1-4)[Fuc(α1-3)]Glc]. Six of these (all except DFL and LNFP3) were present in early and mid-lactation per ESI-MS, although some at trace levels. Four additional oligosaccharides examined by ESI-MS and MS/MS are proposed to be 3'-sialyllactose [Neu5Ac(α2-3)Gal(β1-4)Glc], di-O-acetyl-3'-sialyllactose [Neu4,5,UAc3(α2-3)Gal(β1-4)Glc where U = 7, 8 or 9], 4-O-acetyl-3'-sialyllactose sulfate [Neu4,5Ac(α2-3)Gal(β1-4)GlcS, where position of the sulfate (S) is unknown] and an unidentified 800 Da oligosaccharide containing a 4-O-acetyl-3'-sialyllactose core. 4-O-acetyl-3'-sialyllactose was the predominant saccharide at all lactation stages. 4-O-Acetylation is known to protect sialyllactose from bacterial sialidases and may be critical to prevent microbial degradation on the mammary areolae and/or in the hatchling digestive tract so that sialyllactose can be available for enterocyte uptake. The ability to defend against microbial invasion was probably of great functional importance in the early evolution of milk saccharides.
Publisher: Wiley
Date: 03-1994
Publisher: Wiley
Date: 23-05-2007
DOI: 10.1111/J.1399-3054.2007.00931.X
Abstract: The auxin indole-3-acetic acid (IAA) is known to promote the biosynthesis of active gibberellins (GAs) in barley (Hordeum vulgare). We therefore investigated the possibility that this interaction might contribute to the gravitropic response of barley leaf sheath pulvini. Barley plants at the inflorescence stage were gravistimulated for varying times, and the pulvini were then separated into upper and lower halves for quantification of IAA and GAs by GC-MS. Consistent with the Cholodny-Went theory, the lower portion contained more IAA than did the upper portion. This difference was detected as early as 2.5 h after the start of gravistimulation, and bending was also observed at this stage. At later time points tested (6 h and 24 h), but not at 2.5 h or 3 h, the higher auxin content of the lower half was associated with a higher level of GA(1), the main bioactive GA in barley. Consistent with that result, the expression of Hv3ox2, which encodes a key enzyme for the conversion of GA(20) to GA(1), was higher in the lower side than in the upper, after 6 h. It is suggested that in gravistimulated leaf sheath pulvini, auxin accumulates in the lower side, leading to a higher level of GA(1), which contributes to the bending response. Further evidence that GAs play a role in the gravitropic response was obtained from GA-related mutants, including the elongated sln1c mutant, in which GA signalling is constitutive. Pulvinar bending in the sln1c mutant was greater than in the wild-type. This result indicates that in the lower side of the gravistimulated pulvinus, the relatively high level of bioactive GA facilitates, but does not mediate, the bending response.
Publisher: Elsevier BV
Date: 1983
Publisher: Elsevier BV
Date: 08-1997
DOI: 10.1016/S0005-2760(97)00068-4
Abstract: The production of eicosapentaenoic acid [20:5omega3 EPA] from Shewanella gelidimarina (ACAM 456T) was investigated with respect to growth temperature and growth on sole carbon sources. The percentage and quantitative yield of EPA remained relatively constant at all growth temperatures within or below the optimal growth temperature region. At higher growth temperatures, these values decreased greatly. Growth on differing sole carbon sources also influenced the percentage and amount of EPA produced, with the fatty acid composition influenced by provision of potential acyl chain primers as sole carbon sources. The highest amounts of EPA occurred from growth on propionic acid and L-leucine respectively, while the highest percentage of EPA occurred from growth on L-proline. Monounsaturated fatty acid components and EPA were concentrated in phosphatidylglycerol (PG), while the proportion of branched-chain fatty acids was elevated in phosphatidylethanolamine (PE) the two major phospholipid classes. Specific associations of EPA with other acyl chains were identified within cellular phospholipid classes. The association of EPA with 17:1 and 18:0 acyl chains in phospholipid species was specific to PG, whereas the association of EPA with i13:0/13:0 and 14:0/i14:0 was specific to PE. Such acyl chain 'tailoring' is indicative of the important role of EPA in bacterial membrane adaptive responses. EPA was also a large component (22%) of a non-esterified fatty acid (NEFA) fraction within the total lipid extract of the bacterium. This may point toward a particular role of NEFA in polyunsaturated fatty acid (PUFA) metabolism. The formation of EPA was investigated by labelling with L-[U-14C]serine and sodium [1-14C]acetate. The accumulation of radiolabel within unsaturated intermediates (di-, tri- and tetraunsaturated fractions) was low, indicating a rapid formation and derivatisation of these components. Similar results were found for the unsaturated fatty acid fractions of both PE and PG using sodium [1-14C]acetate radiolabel. The regulation of triunsaturated fatty acid components may be a potential control site in PUFA biosynthesis.
Publisher: Royal Society of Chemistry (RSC)
Date: 2006
DOI: 10.1039/B611784H
Abstract: A macrocyclic organosamarium(II) complex has been shown to provide the first ex le of the reductive disproportionation of carbon dioxide, giving a bimetallic carbonate complex and carbon monoxide in a facile reaction under ambient conditions.
Publisher: Elsevier BV
Date: 03-2003
Publisher: International Society for Horticultural Science (ISHS)
Date: 08-2018
Publisher: Elsevier BV
Date: 08-2001
DOI: 10.1016/S1532-0456(01)00214-9
Abstract: The in vivo metabolic fate of 1,8-cineole was investigated in six male koalas. Koalas were fed ad lib a diet of Eucalyptus cephalocarpa leaf with a 1,8-cineole concentration of 2.53+/-0.70% dry mass of leaf, corresponding to a 1,8-cineole intake of 2.4+/-1.1 mmol/kg (3.1+/-1.3 g). Urine and faeces were collected for 24 h and metabolites identified by GC-MS and LC-MS. Metabolites were quantified before and after hydrolysis with beta-glucuronidase to give free and total levels, respectively. Fractional recovery of ingested 1,8-cineole was 1.3+/-0.4 and 1.4+/-0.4 (mean+/-S.D.) for free and total measurements, respectively. Seven metabolites were identified and quantified: 9- and 7-hydroxycineole, 9- and 7-cineolic acid, 7-hydroxy-9-cineolic acid, 9-hydroxy-7-cineolic acid and 7,9-dicineolic acid. The hydroxycineolic acids dominated the metabolite profile (85%). 7,9-Dicineolic acid, a novel metabolite of 1,8-cineole, accounted for almost 10% of the recovered dose making it the second most abundant metabolite after 7-hydroxy-9-cineolic acid (77%). Together, the less oxidised metabolites, the hydroxycineoles and cineolic acid, accounted for only 5% of the cineole consumed. Significant conjugation only occurred with four minor, less oxidised, alcohol and carboxylic acid metabolites. We have shown that the koala detoxifies and eliminates 1,8-cineole primarily by extensive oxidation without utilising conjugation pathways.
Publisher: Wiley
Date: 12-03-2007
DOI: 10.1111/J.1398-9995.2007.01320.X
Abstract: The 'Jack Jumper Ant' (JJA Myrmecia pilosula species complex) is the major cause of ant sting anaphylaxis in Australia. Our aims were to determine the allergenicity of previously described venom peptides in their native forms, identify additional allergens and if necessary, update nomenclature used to describe the allergens according to International Union of Immunological Societies criteria. Various polyacrylamide gel electrophoresis methods were used to separate JJA venom. Gel resolved venom was Western-blotted and probed with in idual sera taken from patients with a history of JJA sting anaphylaxis and immunoglobulin E radioallergosorbent test (IgE RAST) tracer uptakes of >1% to whole venom. Of 67 available sera, 54 had RAST uptakes >1%. Thirteen IgE binding bands were identified using these sera. Pilosulin 3, [Ile(5)]pilosulin 1, and pilosulin 4.1 were recognized by 42 (78%), 18 (33%) and nine (17%) of the 54 sera that were tested. Immunoglobulin E-binding proteins with estimated molecular masses of 6.6, 22.8, 25.6, 30.4, 32.1, 34.4 and 89.8 kDa were each recognized by three or more in idual sera. Two of these (25.6 and 89.8 kDa) were recognized by 46% and 37% of sera, respectively. Nomenclature used to describe JJA venom allergens has been revised. Pilosulin 3 (Myr p 2) is the only major allergen, whilst [Ile(5)]pilosulin 1 (Myr p 1), and pilosulin 4.1 (Myr p 3) are minor allergens. There are an additional five IgE-binding proteins that require further characterization before they can be named as allergens. These findings provide a framework for standardizing venom extracts for diagnosis and immunotherapy.
Publisher: Wiley
Date: 19-03-2014
DOI: 10.1111/JZO.12133
Publisher: Informa UK Limited
Date: 03-09-2008
Publisher: Elsevier BV
Date: 04-2014
DOI: 10.1016/J.FCT.2014.01.034
Abstract: Carpobrotus rossii (CR) was used by the Aboriginal population and early European settlers both as a food and therapeutic agent. Based on the presence of flavonoids in CR and results from our previous in vitro investigations, this study aimed to determine whether consumption of CR crude leaf extract: (a) affected lipoprotein profile, resting glucose, systolic blood pressure and vascular function, and (b) produced toxic effects (haematological measures, organ weight) in healthy rats. Male Hooded-Wistar rats (~230 g) were supplemented for 4 weeks with CR extract in their drinking water (35 mg/kg body weight daily). CR extract produced a significant decrease (18%, p=0.033) in atherogenic lipoproteins (but not high density lipoprotein). CR supplemented animals showed no signs of haematological toxicity and body and organ weight, daily fluid and food consumption and in vitro vascular responsiveness were similar for both groups. CR also increased (40%, p=0.049) the renal concentration of 3-hydroxy-3-methylglutaric acid (HMG), consistent with HMG-containing CR flavonoids being bioavailable, and therefore possessing the potential to interfere with cholesterol synthesis pathways. CR extract appears to be safe to ingest and may reduce cardiovascular risk.
Publisher: Wiley
Date: 07-1990
Publisher: American Chemical Society (ACS)
Date: 06-06-2016
Abstract: A number of papers have appeared in recent years proposing the use of enantiomeric ratios of key monoterpenes in Australian tea tree oil (TTO) for detection of adulterated oils. There are however a range of reported values, even from exactly the same suite of authentic oils, and we address here probable reasons for these differences and stress the importance of establishing reference ratios within each laboratory based on oils of known provenance. Any biological variation in the ratio for the key terpene terpinen-4-ol has been demonstrated to be effectively unmeasurable, because the standard deviation on multiple measurements of the same oil is of the same order as that of multiple authentic oils.
Publisher: Informa UK Limited
Date: 2002
DOI: 10.1080/00498250210124138
Abstract: 1. p-Cymene is an aromatic monoterpene found in the leaves of Eucalyptus spp. and is ingested in the diet of two marsupial folivores, the brushtail possum (Trichosurus vulpecula) and koala (Phascolarctos cinereus). The metabolism of p-cymene by liver microsomes from the possum, koala and rat (an animal whose diet is not terpene-rich) was examined. 2. The major p-cymene metabolite in each species was cuminyl alcohol, with smaller amounts of other side-chain alcohols being formed. No phenolic metabolites were detected. Possum and koala microsomes further oxidized cuminyl alcohol to cumic acid. 3. Pretreatment with a terpene diet more than doubled the V(max) for cuminyl alcohol formation by possum microsomes. This is similar to a previous finding by our group with 1,8-cineole and indicates that a terpene-containing diet results in induction of the enzymes responsible for terpene metabolism. 4. The rank order of the ability to metabolize p-cymene, measured by intrinsic clearance (Cl(int) = V(max)/K(m) [microl mg protein(-1) min(-1)]) was: terpene-treated possum (128)>control possum (107)>koala (69)>rat (38). 5. The findings support the hypothesis that animals that have adapted to a diet of Eucalypus leaf have a greater capacity than generalist feeders to metabolize dietary terpenes.
Publisher: Springer Science and Business Media LLC
Date: 12-2009
DOI: 10.1007/S10886-009-9717-2
Abstract: The sex pheromone of Mnes ela privata, an endemic pest of Eucalyptus plantations in Australia, was previously identified as a single bioactive compound, (3Z,6Z,9Z)-3,6,9-nonadecatriene (C19 triene). Initial field testing of lures containing 1 mg, 5 mg or 10 mg of C19 triene (>98% purity) caught no or very few male M. privata. (3Z,6Z,9Z)-3,6,9-Henicosatriene (C21 triene) was identified as an additional minor pheromone component in abdominal tip extracts of M. privata females from Tasmania. Levels of both compounds extracted from in idual females varied greatly, but the ratio was relatively constant at 33:1 C19:C21 trienes. Electroantennograms (EAG) of synthetic C21 triene with male M. privata gave positive but consistently lower responses than elicited by the C19 triene. Field tests showed that the addition of 1-6% C21 triene to 1 mg C19 triene significantly increased trap catch and the detection of M. privata in plantations. Traps baited with a 16:1 ratio caught significantly more moths than those baited with a ratio approximating that of females.
Publisher: Springer Science and Business Media LLC
Date: 14-09-2012
DOI: 10.1007/S10886-012-0188-5
Abstract: The common brushtail possum (Trichosurus vulpecula) is the most widespread browsing marsupial in Australia, where it occupies woodland, agricultural, and urban environments. Following its introduction into New Zealand in the 19th century it has become a major feral pest, threatening native forests. The adaptability of the possum is thought to be due in part to its social organization, in which chemical communication is important. Possums have cloacal glands and exhibit related marking behavior. This study sought to characterize the chemicals involved in scent marking. Swabs were taken of the cloacal region of 15 possums (5 females, 10 males) from north-eastern Tasmania and analyzed by gas chromatography-mass spectrometry. There was a large number of compounds present, including 81 branched and unbranched, and saturated and unsaturated, fatty acids (C(4)-C(15)) and alcohols (C(6)-C(26)) 27 esters of 2,6- and 2,7-dimethyloctanol 29 esters of formic acid 39 sulfur compounds including S(8) and a series of dialkyl disulfides, trisulfides, and tetrasulfides (C(4)-C(10)) and several alkylglycerol ethers. Many of these cloacal compounds are new to biology. There was considerable in idual variability in the relative amounts of compounds found, and no evident sex differences, although the study was not designed to test this. This pattern suggests that these compounds may be acting collectively as a signature mixture of semiochemicals, carrying information on the in idual, its kinship, and physiological and social status. This is the first detailed description of putative semiochemicals in any marsupial species.
Publisher: Wiley
Date: 28-04-2015
DOI: 10.1007/S11745-015-4025-9
Abstract: The paracloacal glands are the most prevalent scent glands in marsupials, and previous investigation of their secretions in the brushtail possum (Trichosurus vulpecula) has identified many odorous compounds together with large amounts of neutral lipids. We have examined the lipids by LC-MS, generating ammonium adducts of acylglycerols by electrospray ionisation. Chromatograms showed a complex mixture of coeluting acylglycerols, with m/z from about 404 to 1048. Plots of single [M + NH4](+) ions showed three groups of lipids clearly separated by retention time. MS-MS enabled triacylglycerols and diacylglycerol ethers to be identified from neutral losses and formation of diacylglycerols and other product ions. The earliest-eluting lipids were found to be triacylglycerol estolides, in which a fourth fatty acid forms an ester link with a hydroxy fatty acid attached to the glycerol chain. This is the first report of triacylglycerol estolides in animals. They form a complex mixture with the triacylglycerols and diacylglycerol ethers of lipids with short- and long-chain fatty acids with varying degrees of unsaturation. This complexity suggests a functional role, possibly in social communication.
Publisher: Springer International Publishing
Date: 2016
Publisher: CSIRO Publishing
Date: 2007
DOI: 10.1071/CH07223
Abstract: The triene (Z,Z,Z)-3,6,9-nonadecatriene was synthesized in three steps from methyl linolenate. The key to the synthesis was the use of the anti-oxidant butylated hydroxytoluene in situ to provide protection of the unstable triene from autoxidation during reaction workup. This simple modification resulted in an increase in the yield from 20 to 85% over three steps.
Publisher: Wiley
Date: 09-2006
DOI: 10.1890/0012-9658(2006)87[2236:SSOTPO]2.0.CO;2
Abstract: Generalist mammalian browsers and folivores feed on a range of chemically different plant species, which may assist them in diluting toxins and ersifying nutrient consumption. The frequency and order in which their diets are mixed are important determinants of intake. As a result, the degree of plant heterogeneity in an environment, and the spatial scale at which this occurs, should directly influence herbivore foraging decisions. We tested whether altering the Spatial scale of plants, and thus plant secondary metabolites (PSMs), affected foraging efficiency of a generalist folivore, the common brushtail possum (Trichosurus vulpecula). First, we demonstrated that possums were able to consume more from a mixed diet of two chemically different species, Eucalyptus globulus and E. tenuiramis, than when either of these species was offered alone. We then tested whether altering the spatial scale between E. globulus and E. tenuiramis, as small- or large-scale plant heterogeneity "patches," affected possum foraging behavior and, ultimately, their foraging efficiency. Possums increased their foraging efficiency when the spatial scale of plant heterogeneity was small rather than large. We argue that the ability to regularly switch diets, when plant spatial distribution is at a small scale, reduces the negative effects of PSM ingestion. We predict that the heterogeneity of plant patches, in relation to PSM distribution, and the scale at which this occurs across a landscape, are critical factors that influence foraging efficiency and, ultimately, fitness of mammalian herbivores. This research provides a fundamental link between plant chemistry, foraging, and habitat heterogeneity.
Publisher: Informa UK Limited
Date: 03-2011
Publisher: Elsevier BV
Date: 11-1999
DOI: 10.1016/S0021-9673(99)00952-8
Abstract: Tetradecyltrimethylammonium bromide (TTAB) is used in capillary zone electrophoresis (CZE) to control the direction and magnitude of the electroosmotic flow and the migration time of analyte anions. Drying of the hygroscopic TTAB at 100 degrees C overnight has been found to influence the final CZE separation by providing improved resolution, precision of migration times, and enhanced detection response for hydrogenphosphate. Chemical analysis of the dried TTAB using IR and GC-MS indicated the presence of small amounts of an unexpected tertiary alkylamine, tetradecyldimethylamine. This amine appears to contribute to the improved separation, probably by making more effective the masking of silanophilic activity at the capillary surface and/or generating a more stable double-layer.
Publisher: Elsevier BV
Date: 07-2002
DOI: 10.1016/S0167-7012(02)00030-1
Abstract: The fatty acid composition of Shewanella pealeana was determined by the analysis of fatty acid methyl esters via gas chromatography-mass spectrometry (GC-MS) and fatty acid 2-oxo-phenylethyl esters via high-performance liquid chromatography-mass spectrometry (LC-MS) combined with ultra violet (UV) detection. There was good agreement between the percentage composition of components determined by GC-MS and LC-UV analyses. However, LC-MS analysis using Atmospheric Pressure Chemical Ionization (APCI) demonstrated dramatically enhanced detection of unsaturated fatty acid 2-oxo-phenylethyl esters. The degree of enhancement was proportional to the degree of unsaturation. Tests with a pure polyunsaturated fatty acid (PUFA) standard gave an absolute detection limit in full scan mode of 200 pg. In s les, the selectivity of MS over UV gave a significantly lower detection limit due to lack of chemical interferences. In 'Selected Reaction Monitoring' (SRM) mode, the detection limit was 5 pg. This was essentially independent of whether the s le is a standard or complex mixture of fatty acids. Tandem mass spectrometry was used to support structural information and to enhance the ability to target specific fatty acids. Several PUFAs which were not evident from GC-MS analysis were detected and identified by APCI LC-MS, including some rare or novel PUFAs from S. pealeana and a menhaden oil standard. Detailed analysis of bacterial fatty acid composition by either GC-MS or APCI LC-MS is highly preferable to analysis systems based solely on retention time identification.
Publisher: Springer Science and Business Media LLC
Date: 26-05-2005
DOI: 10.1007/S00425-005-1561-1
Abstract: The pin1-1 mutant of Arabidopsis thaliana has been pivotal for studies on auxin transport and on the role of auxin in plant development. It was reported previously that when whole shoots were analysed, levels of the major auxin, indole-3-acetic acid (IAA) were dramatically reduced in the mutant, compared with the WT (Okada et al. 1991). The cloning of PIN1, however, provided evidence that this gene encodes a facilitator of auxin efflux, raising the question of how the pin1-1 mutation might reduce overall IAA levels as well as IAA transport. We therefore re-examined IAA levels in in idual parts of pin1-1 and WT plants, focusing on inflorescence stems. Our data show that there is in fact no systemic IAA deficiency in the mutant. The previously reported difference between mutant and WT may have been due to the inclusion of reproductive structures in the WT harvest: we show here that the inflorescence itself contains high levels of IAA. We reconcile the normal IAA levels of pin1-1 inflorescence stems with their (previously-reported) reduced ability to transport IAA by presenting evidence that the auxin in mutant stems is not imported from their apical portion. Our data also indicate that levels of another auxin, indole-3-butyric acid (IBA), are very low in stems of the genotypes used in this study.
Publisher: SAGE Publications
Date: 28-04-2021
DOI: 10.1177/09670335211006526
Abstract: Incorporating chemical traits in breeding requires the estimation of quantitative genetic parameters, especially the levels of additive genetic variation. This requires large numbers of s les from pedigreed populations. Conventional wet chemistry procedures for chemotyping are slow, expensive and not a practical option. This study focuses on the chemical variation in Pinus radiata, where the near infrared (NIR) spectral properties of the needles, bark and roots before and after exposure to methyl jasmonate (MJ) and artificial bark stripping (strip) treatments were investigated as an alternative approach. The aim was to test the capability of NIR spectroscopy to (i) discriminate s les exposed to MJ and strip assessed 7, 14, 21 and 28 days after treatment from untreated s les, and (ii) quantitatively predict in idual chemical compounds in the three plant parts. Using principal components analysis (PCA) on the spectral data, we differentiated between treated and untreated s les for the in idual plant parts. Based on partial least squares–discriminant analysis (PLS-DA) models, the best discrimination of treated from non-treated s les with the smallest root mean square error cross-validation (RMSECV) and highest coefficient of determination (r 2 ) was achieved in the fresh needles (r 2 = 0.81, RMSECV= 0.24) and fresh inner bark (r 2 = 0.79, RMSECV = 0.25) for MJ-treated s les 14 days and 21 days after treatment, respectively. Using partial least squares regression, models for in idual compounds gave high (r 2 ), residual predictive deviation (RPD), lab to NIR error (PRL) or range error ratio (RER) for fructose (r 2 = 0.84, RPD = 1.5, PRL = 0.71, RER = 7.25) and glucose (r 2 = 0.83, RPD = 1.9, PRL = 1.14, RER = 8.50) and several diterpenoids. This provides an optimistic outlook for the use of NIR spectroscopy-based models for the larger-scale prediction of the P. radiata chemistry needed for quantitative genetic studies.
Publisher: Oxford University Press (OUP)
Date: 10-01-2017
DOI: 10.1093/AOB/MCW266
Publisher: American Chemical Society (ACS)
Date: 11-1984
DOI: 10.1021/AC00277A076
Publisher: American Chemical Society (ACS)
Date: 23-12-1999
DOI: 10.1021/JF980120E
Abstract: The broad-spectrum, systemic fungicides propiconazole (1) and tebuconazole (2) are used to control rust in peppermint (Mentha piperita L.). An analytical method, using gas chromatography combined with detection by high-resolution mass spectrometry, was developed to allow for the simultaneous monitoring of both pesticides in peppermint leaves and oil. Field trials were established to determine the rate of dissipation of tebuconazole and propiconazole in peppermint crops. Three applications of each fungicide were trialed at two rates (125 and 250 g of active ingredient (ai)/ha). At harvest, 64 days after the final application, propiconazole was detected at levels of 0.06 mg/kg and 0.09 mg/kg of dry weight, and tebuconazole was detected at 0.26 and 0.80 mg/kg dry weight, in identical trials. Rates of dissipation of propiconazole and tebuconazole were lower at a second trial site, where three applications of 125 g/ha ai for each fungicide resulted in residue levels of 0.21 mg/kg for both pesticides, detected 89 days after the last application. Propiconazole and tebuconazole were detected in the distilled oil at levels between 0.02 and 0.05 mg/kg and between 0.011 and 0.041 mg/kg, respectively. Propiconazole had a higher tendency to co-distill with the peppermint oil, with 0.7% of that present in the vegetative material ending up in the oil, compared to 0.09% of tebuconazole.
Publisher: Oxford University Press (OUP)
Date: 08-2000
Publisher: Elsevier BV
Date: 12-2015
DOI: 10.1016/J.COLSURFB.2015.10.015
Abstract: The purpose of the present study was to investigate the antimicrobial effects of functionalized polyanilines (fPANIs) against stationary phase cells and biofilms of Pseudomonas aeruginosa and Staphylococcus aureus using homopolymer of sulfanilic acid (poly-SO3H) as a model. The chemically synthesized poly-SO3H was characterized using Fourier Transform Infra-Red (FTIR) and Ultraviolet-Visible (UV-Vis) spectroscopies. The molecular weight (Mw) and elemental analysis of homopolymer poly-SO3H were also examined. We found that poly-SO3H was bactericidal against stationary phase cells of P. aeruginosa and S. aureus at a concentration of 20 mgml(-1). Surprisingly, we discovered that the same concentration (20 mgml(-1)) of poly-SO3H significantly disrupted and killed bacterial cells present in pre-established forty-eight hour static biofilms of these organisms, as shown by crystal violet and bacterial live/dead fluorescence staining assays. In support of these data, poly-SO3H extensively diminished the expression of bacterial genes related to biofilm formation in stationary phase cells of P. aeruginosa, and seemed to greatly reduce the amount of the quorum sensing molecule N-(3-oxododecanoyl)-l-homoserine lactone (3OC12-HSL) able to be recovered from biofilms of this organism. Furthermore, we found that poly-SO3H was able to effectively penetrate and kill cells in biofilms formed by the P. aeruginosa (AESIII) isolate derived from the sputum of a cystic fibrosis patient. Taken together, the results of the present study emphasise the broad antimicrobial activities of fPANI, and suggest that they could be developed further and used in some novel ways to construct medical devices and/or industrial equipment that are refractory to colonization by biofilm-forming bacteria.
Publisher: Springer Science and Business Media LLC
Date: 20-02-1998
Publisher: Informa UK Limited
Date: 31-12-2015
Publisher: American Chemical Society (ACS)
Date: 25-10-2010
DOI: 10.1021/OM100883N
Publisher: Elsevier BV
Date: 1992
Publisher: Springer Science and Business Media LLC
Date: 1998
Publisher: Elsevier BV
Date: 09-1996
DOI: 10.1016/0300-9629(96)00001-1
Abstract: Six common ringtail possums (Pseudocheirus peregrinus) were intravenously injected with a standard dose of radioactive 3-Methylhistidine (N tau-[Me-14C]MeH). The dose was rapidly and quantitatively excreted by the possums. More than 90% of radioactivity was recovered within 3 days. Thin layer chromatography and mass spectroscopy showed that 97% of recovered radioactivity was associated with unmetabolised N tau-[Me-14C]MeH. These data satisfy two key requirements for the validity of urinary 3-Methylhistidine (N tau-3MeH) excretion as an index of muscle protein catabolism, in P. peregrinus.
Publisher: Wiley
Date: 02-2006
DOI: 10.1897/05-015R.1
Abstract: A large-scale, in situ experiment was set up near the Bailey Peninsula area (Casey Station, East Antarctica) to monitor the natural attenuation of synthetic lubricants in marine sediments over five years. Here, we report the short-term changes after 5 and 56 weeks. The lubricants tested were an unused and used Mobil lubricant (0W/40 Exxon Mobil, Irving, TX, USA) and a biodegradable alternative (0W/20 Fuchs Lubricants, Harvey, IL, USA). Clean sediment was collected, contaminated with the lubricants, and deployed by ers onto the seabed in a randomized block design. The s led sediments were analyzed by gas chromatography-flame-ionization detector and gas chromatography-mass spectrometry with selective ion monitoring. The base fluid of all lubricant treatments did not decrease significantly after 56 weeks in situ. Alkanoate esters of 1,1,1-tris(hydroxymethyl)propane in the biodegradable and unused lubricants were degraded extensively in situ however, these esters constituted only a minor proportion of the lubricant volume. The additives, alkylated naphthalenes and substituted diphenylamines, were fairly resistant to degradation, which is of environmental concern because of their toxicity. The biodegradable lubricant did not break down to recognized biodegradable thresholds and, as such, should not be classified as biodegradable under Antarctic marine conditions. A separate experiment was conducted to determine the influence of sediment preparation and deployment on compound ratios within the lubricants, and we found that preparation and deployment of the contaminated sediments had only a minor effect on compound recovery. Further monitoring of this in situ experiment will provide much needed information about the long-term natural attenuation of lubricants.
Publisher: Wiley
Date: 07-1990
Publisher: American Chemical Society (ACS)
Date: 29-06-2005
DOI: 10.1021/JF047989J
Abstract: Safranal is the compound most responsible for the aroma of saffron spice and is, together with the suite of crocin pigments, the major determinant of the product quality. The content of safranal and pigments in saffron is determined by the method of postharvest treatment of the Crocus stigmas. A range of drying treatments involving different temperatures, with or without air flow, was applied to stigmas from three harvest dates. Dual solvent extractions combined with quantitative measurement using GC and HPLC-UV-vis techniques were used to analyze the secondary metabolite contents of the products. It was demonstrated that these methods overcame the previously reported problems in measuring the concentration of both pigments and safranal in saffron caused by the very different polarities and thus solubilities of these compounds. The results showed that a brief (20 min) initial period at a relatively high temperature (between 80 and 92 degrees C) followed by continued drying at a lower temperature (43 degrees C) produced saffron with a safranal content up to 25 times that of saffron dried only at lower temperatures. Evidence was provided suggesting that drying with significant air flow reduced the safranal concentration. The results, moreover, indicated that high-temperature treatment had allowed greater retention of crocin pigments than in saffron dried at intermediate temperatures (46-58 degrees C). The biochemical implications of the various treatments are discussed in relation to the potential for optimizing color and fragrance quality in the product.
Publisher: Elsevier BV
Date: 1990
Publisher: Elsevier BV
Date: 2008
DOI: 10.1016/J.JPBA.2007.08.028
Abstract: Ant sting allergy is relatively common within south-eastern Australia and is predominantly due to Myrmecia pilosula (Jack Jumper Ant, JJA). Venom immunotherapy has been shown to be effective in preventing anaphylaxis to the sting of the JJA, but analytical techniques to standardise the venom have not been validated. The purpose of this study was to develop assays to analyse JJA venom and apply these to the standardisation of venom prior to new batches being used for the diagnosis and treatment of JJA sting allergy. Venom was analysed by protein content, HPLC-UV, enzyme-linked immunosorbent assay (ELISA) inhibition, sodium dodecyl sulfate polyacrylamide gel electrophoresis (SDS-PAGE) and SDS-PAGE immunoblot. The protein content in JJA venom was adjusted so that all batches were equivalent. A HPLC-UV assay was used to quantify the relative amount of the major allergen Myr p 2 and two minor allergens Myr p 1 and Myr p 3 and allergenic potency was determined by ELISA inhibition. SDS-PAGE and SDS-PAGE immunoblot were used as qualitative tools to determine the protein profile and presence or absence of additional high molecular weight allergens not quantifiable by HPLC-UV. A standardisation procedure has been developed that complies with the requirements described in the European Pharmacopoeia. Techniques used to determine the content of some of the other minor allergens could be developed, which would further improve the standardisation methodology.
Publisher: Elsevier BV
Date: 2011
DOI: 10.1016/J.JPBA.2010.08.024
Abstract: Allergy to Myrmecia pilosula (Jack Jumper Ant) venom is common in Australia, affecting ∼2.7% of some communities. Venom immunotherapy is a highly effective treatment, but for the venom to be widely distributed for clinical use, the stability and shelf-life of formulated Jack Jumper Ant venom must be demonstrated. HPLC-UV, ELISA Inhibition, SDS-PAGE and SDS-PAGE Immunoblot were used to assess venom stability under conditions of varying temperature, pH and in the presence of various stabilising agents. Optimal stability occurred between pH 8 and 10, however the presence of benzyl alcohol within this pH range resulted in a cloudy appearance within 3 days, so a pH of 6 was used. Increasing polysorbate 80 concentrations accelerated the degradation of allergenic peptides in 100 μg/mL venom, but improved stability at concentrations of 1 μg/mL or less. Sucrose reduced degradation of allergens Myr p 1 and Myr p 3, whilst glycerol was destabilizing. In the presence of 22% sucrose, 1.1mg/mL Jack Jumper Ant venom was stable at -18 °C and 4 °C for 12 months following dilution to 100 μg/mL with 0.9% sodium chloride, 10mM phosphate (pH 6), 0.05% polysorbate 80 and 0.9% benzyl alcohol (giving 2% sucrose), venom was stable for 7 days when stored at 4 °C. Concentrated Jack Jumper Ant venom can be stored in 22% sucrose for 12 months, and after dilution to 100 μg/mL for clinical use, it should be discarded after 7 days.
Publisher: American Chemical Society (ACS)
Date: 11-1984
DOI: 10.1021/AC00277A084
Publisher: Wiley
Date: 07-1990
Publisher: Springer Science and Business Media LLC
Date: 18-10-2021
Publisher: Springer Science and Business Media LLC
Date: 2004
DOI: 10.1023/B:JOEC.0000013180.46747.07
Abstract: The resistance of Eucalyptus to browsing mammals has been related to the level and type of formylated phloroglucinol compounds (FPCs) present in the leaf. The antifeedant activity of FPCs appears to depend on their aldehyde groups, but little else is known of their mode of action. We have sought to elucidate this further by examining the biological reactivity and disposition of jensenone, a model FPC. Neither jensenone nor any metabolites were detected in urine or feces of marsupial brushtail or ringtail possums that had ingested up to 725 mg x kg(-0.75). When jensenone was incubated in rat gastrointestinal segments in vitro, it rapidly disappeared. Jensenone also reacted rapidly with glutathione, cysteine, glycine, ethanolamine, and trypsin, and more slowly with acetylcysteine and albumin. Sideroxylonal, a more complex FPC, exhibited the same reactivity. Torquatone, a related compound that lacks both aldehyde groups and antifeedant activity, was unreactive. Mass spectroscopic analysis indicated that the adducts were Schiff bases formed between the aldehyde groups of FPCs and amine groups of the conjugating molecules. Successive adducts were formed with the two aldehyde groups of jensenone, and the four groups of sideroxylonal. The jensenone bis-glutathione adduct appeared to cyclize to the disulfide form. These findings suggest that the antifeedant effects of FPCs are due to their facile binding to amine groups on critical molecules in the gastrointestinal tract, leading to a loss of metabolic function. The consequent toxic reaction, probably involving chemical mediators such as 5-hydroxytryptamine (5HT), may cause colic, nausea, and a general malaise, resulting in anorexia.
Publisher: Springer Science and Business Media LLC
Date: 09-1979
DOI: 10.1007/BF00986557
Publisher: Springer Science and Business Media LLC
Date: 03-2005
DOI: 10.1007/S10886-005-2030-9
Abstract: Hybridization in plants provides an opportunity to investigate the patterns of inheritance of hybrid resistance to herbivores, and of the plant mechanisms conferring this resistance such as plant secondary metabolites. We investigated how inter-race differences in resistance of Eucalyptus globulus to a generalist mammalian herbivore, Trichosurus vulpecula, are inherited in their F1 hybrids. We assessed browsing damage of three-year-old trees in a common environment field trial on four hybrid types of known progeny. The progency were artificial intra-race crosses and reciprocal inter-race F1 hybrids of two geographically distinct populations (races) of E. globulus north-eastern Tasmania and south-eastern Tasmania. Populations of trees from north-eastern Tasmania are relatively susceptible to browsing by T. vulpecula, while populations from south-eastern Tasmania are more resistant. We assessed the preferences of these trees in a series of paired feeding trials with captive animals to test the field trial results and also investigated the patterns of inheritance of plant secondary metabolites. Our results demonstrated that the phenotypic expression of resistance of the inter-race F1 hybrids supported the additive pattern of inheritance, as these hybrids were intermediate in resistance compared to the pure parental hybrids. The expression of plant secondary metabolites in the F1 hybrids varied among groups of in idual compounds. The most common pattern supported was dominance towards one of the parental types. Together, condensed tannins and essential oils appeared to explain the observed patterns of resistance among the four hybrid types. While both chemical groups were inherited in a dominant manner in the inter-race F1 hybrids, the direction of dominance was opposite. Their combined concentration, however, was inherited in an additive manner, consistent with the phenotypic differences in browsing.
Publisher: Wiley
Date: 19-06-2017
DOI: 10.1007/S11745-017-4270-1
Abstract: The tail gland of the red fox (Vulpes vulpes) secretes lipids containing volatile terpenes used in social communication. We have analysed lipids extracted from fur of the tail gland, body (flanks) and muzzle of foxes. GC-MS showed a novel group of iso-valerate and tiglate monoesters of alkane-1,2-diols (C18:0-22:0). There was also a larger group of Type II diesters in which a second, longer chain, fatty acid (FA) was attached to the free alcohol group. LC-MS showed the full range of diol diesters, mostly C36:0-50:0, with smaller amounts of the corresponding mono-unsaturated tiglate esters. An additional group of diesters with higher MW (C49:0-62:0) containing two long-chain FA was present in the lipids of body and muzzle fur. After saponification and GC-MS, 98 fatty acids were characterized as their methyl esters. Apart from the C5 FA, most were saturated n-, iso-, anteiso- or other methyl-branched FA (C12:0-28:0) whose structures were determined by a combination of their mass spectra and Kovats retention indices. Several FA have not previously been found in nature or in vertebrates. Thirty-four alkane-1,2-diols were found as their TMS derivatives, mostly n-, iso- or anteiso-isomers of C16:0-25:0. The tail gland had the greatest amount of wax esters, from a greater variety of FA and diols, but lacked the esters with two long-chain FA. These findings show that fox skin lipids comprise mono- and di-esters of alkane-1,2-diols, and exhibit enormous complexity due to the ersity of their constituent FA, diols and the many possible isomers of their esters.
Publisher: Royal Society of Chemistry (RSC)
Date: 2015
DOI: 10.1039/C5EM00223K
Abstract: This review presents an overview of the separation techniques applied to the complex challenge of dissolved organic matter characterisation.
Publisher: Elsevier BV
Date: 06-1992
Publisher: Wiley
Date: 13-01-2009
Publisher: Scientific Societies
Date: 09-2008
Abstract: Production of the phytotoxin thaxtomin A by pathogenic Streptomyces spp. is essential for induction of common scab disease in potato. Prior studies have shown that foliar application of sublethal concentrations of 2,4-dichlorophenoxyacetic acid (2,4-D) and other auxin or auxin-like compounds significantly reduced severity and occurrence of common scab in subsequently produced tubers. However, the means of disease suppression by these compounds was not known. We confirm the disease suppressive activity of 2,4-D. Detailed tuber physiological examination showed that lenticel numbers, lenticel external dimensions, and periderm thickness and structure, physiological features believed to be critical to Streptomyces scabiei infection, were not substantially changed by 2,4-D treatments, negating a possible mechanism for disease suppression through alteration of these structures. In contrast, our studies show accumulation of 2,4-D in tubers of treated plants occurs and is associated with an enhanced tolerance to thaxtomin A. Applying 2,4-D to cultures of S. scabiei did not significantly alter in vitro growth of the pathogen. Thaxtomin A production by the pathogen was inhibited by 2,4-D, but only at the highest rate tested (1.0 mM), which is at least 200-fold more than is found in 2,4-D treated tubers. These data suggest 2,4-D has no direct effect on the pathogen or its virulence. Confirmatory evidence from studies with Arabidopsis thaliana seedlings demonstrated that the auxins 2,4-D and IAA ameliorate thaxtomin A toxicity. The evidence presented whereby auxin treatment inhibits toxicity of thaxtomin A secreted by the pathogen suggests a novel indirect means of disease suppression.
Publisher: Springer US
Date: 1999
Publisher: Elsevier BV
Date: 05-2015
DOI: 10.1016/J.TOXICON.2015.02.013
Abstract: Myrmecia pilosula is an endemic Australian ant whose sting is a frequent cause of insect allergy in southeast Australia, and several deaths due to M. pilosula sting envenomation have been documented. In this review, we discuss the composition and bioactivity of M. pilosula venom. In addition to various enzymes and pharmacologically active constituents, the venom contains four families of highly basic low molecular weight peptides trivially named Pilosulins. These peptides are unique and have low structural homology to other Hymenoptera venom peptides. Moreover, M. pilosula venom is relatively simple in its composition with 5 predominant peptides making up about 90% by weight. These peptides display cytotoxic, hypotensive, histamine-releasing and antimicrobial activities. Within the M. pilosula venom, Pilosulin 3 has been classified as a major allergen and [Ile(5)]pilosulin 1 and Pilosulin 4.1 are classified as minor allergens. Several uncharacterised higher molecular weight components with allergenic activities have also been identified. The revised naming of M. pilosula venom peptides according to the International Union of Immunological Societies (IUIS) criteria for allergen nomenclature is discussed in this review.
Publisher: American Chemical Society (ACS)
Date: 09-1989
DOI: 10.1021/JF00089A027
Publisher: Springer Science and Business Media LLC
Date: 2003
Abstract: Glucuronuria is normal in marsupial folivores such as the koala (Phascolarrctos cinereus), which excretes 2-3 g glucuronic acid daily. Although this has long been attributed to the metabolites of Eucalyptus terpenes, we have found that these are mostly excreted in the unconjugated form. We now report on the aglycones that account for most of the glucuronic acid in koala urine. Urine (24 hr) was collected from six male koalas (8.8 +/- 0.4 kg, mean +/- SE) that were maintained on E. cephalocarpa foliage. Urine s les were analyzed by liquid and gas chromatography (LC and GC) coupled with mass spectrometry (MS). Glucuronides were readily identified by LC-MS/MS, which generated characteristic product ions at m/z 113 and 175. From the corresponding parent glucuronide ions, the masses of the aglycones were calculated. Confirmation of identity was by GC-MS after hydrolysis with beta-glucuronidase and comparison with standard compounds. Quantitation was by GC. The major non-terpene aglycones were 4-methylcatechol, resorcinol, salicyl alcohol, and two unidentified C7H8O2 phenols. Smaller amounts of benzoic acid, benzyl alcohol, orcinol, p-cresol, phenol, and phloroglucinol were detected. We have previously reported that terpene metabolites account for about 10% urinary glucuronides in the same koalas fed E. cephalocarpa. The present study found that an additional 60% urinary glucuronic acid is conjugated with non-terpene, mainly phenolic, aglycones. It seems likely that these phenolic compounds are present in leaves as glycosides and are chiefly responsible for the glucuronuria in koalas.
Publisher: Elsevier BV
Date: 12-2011
Publisher: Springer Science and Business Media LLC
Date: 02-12-2006
DOI: 10.1007/S00442-005-0305-Z
Abstract: Generalist mammalian herbivores exploit a erse diet. A generalised feeding strategy utilises a mixed diet to obtain a range of nutrients and to reduce the detoxication load of similar groups of plant secondary metabolites (PSMs). There is limited research investigating how mammalian herbivores achieve this dietary mixing in their daily foraging activities. We investigated the patterns of, and behaviours associated with, dietary mixing in a generalist mammalian folivore, the common brushtail possum (Trichosurus vulpecula). Possums were offered foliage of two eucalypt species (Eucalyptus globulus and E. regnans) as either (a) Full choice: both species offered for 8 h (b) Restricted choice: both species offered for 2x2 h blocks (c) G-R no choice: E. globulus offered for the first 4 h, E. regnans offered for next 4 h and (d) R-G no choice: E. regnans offered for first 4 h, E. globulus offered for next 4 h. We hypothesised that possums would maximise intake on the Full choice diet, where time availability was greatest in combination with a choice of foliage. We also hypothesised that diet switching, defined as the frequency of changing between food types while feeding, would play a fundamental role in maximising intake. Possums achieved maximum intake on the Full choice diet and minimum intake on the No choice diets. Although intake was similar between the Restricted choice and No choice diets, possums achieved this intake in half the amount of time when able to switch regularly between foliage on the Restricted choice diet. We conclude that a generalist herbivore's ability to effectively switch diets when foraging is fundamental to maximising intake. Hence, the degree of plant heterogeneity in an environment, and the spatial scale at which it occurs, may affect an herbivore's foraging decisions and, ultimately, influence its foraging efficiency.
Publisher: Wiley
Date: 29-03-2010
Publisher: Frontiers Media SA
Date: 04-10-2022
DOI: 10.3389/FPHAR.2022.1000278
Abstract: Clioquinol (CQ) was widely used as oral antibiotic before being taken off the market in many countries in 1970, after it was linked to subacute myelo-optic neuropathy (SMON) in Japan, leading to vision loss with many patients left wheelchair-bound. The common pathology of CQ-associated SMON was reproduced in animals but none of the proposed modes of toxicity explained the restriction of CQ-induced SMON to Japan. Given a re-emergence of CQ and related analogues as neuroprotectants, it is crucial to understand the underlying mechanism of CQ-induced toxicity to prevent any potential CQ-associated risks to future patients. A small molecule screen to find drugs that induce mitochondrial dysfunction in vitro identified CQ and the structurally related 8-hydroxyquinoline (8-OHQ). Their mitochondrial liability, pro-oxidative and cytotoxic activity was subsequently confirmed in some cell lines but surprisingly not in others. Subsequent studies in isogenic cell lines demonstrated that the antioxidant protein NQO1 is differentially expressed in the cell lines tested and potently protects against CQ toxicity. CQ-induced reduction of cellular ATP levels, increased lipid peroxidation and elevated cell death was also attenuated by antioxidants, implicating oxidative stress as the core mechanism of CQ-induced toxicity. These in-vitro findings were replicated in zebrafish. Visual acuity in zebrafish larvae that do not express NQO1, was reduced by CQ in a dose-dependent manner, while CQ did not affect visual function in the adult zebrafish that express NQO1. Similarly, pharmacological inhibition of NQO1 activity resulted in CQ-induced oxidative stress in the retina and severe acute systemic toxicity in the adult fish. Given the much higher prevalence of the inactivating C609T NQO1 polymorphism in the Japanese population compared to the European population, the results of this study could for the first time indicate how the geographic restriction of SMON cases to Japan could be explained. Importantly, if CQ or its derivatives are to be used safely for the treatment of neurodegenerative diseases, it seems imperative that NQO1 levels and activity of prospective patients should be ascertained.
Publisher: Elsevier BV
Date: 1986
Publisher: Wiley
Date: 03-2001
DOI: 10.1002/PCA.567
Abstract: An efficient system for the analysis of indole alkaloids by HPLC on a reversed-phase column using an ion pair technique is described. The optimised chromatographic conditions allowed the successful separation of 22 standard monoterpenoid indole alkaloids (including some isomers) and tryptamine. The described HPLC system was applied to the analysis of alkaloids in intergeneric somatic hybrid cell cultures of Rauvolfia serpentina x Rhazya stricta.
Publisher: Oxford University Press (OUP)
Date: 04-2014
Abstract: EARLY FLOWERING3 (ELF3) is a circadian clock gene that contributes to photoperiod-dependent flowering in plants, with loss-of-function mutants in barley (Hordeum vulgare), legumes, and Arabidopsis thaliana flowering early under noninductive short-day (SD) photoperiods. The barley elf3 mutant displays increased expression of FLOWERING LOCUS T1 (FT1) however, it remains unclear whether this is the only factor responsible for the early flowering phenotype. We show that the early flowering and vegetative growth phenotypes of the barley elf3 mutant are strongly dependent on gibberellin (GA) biosynthesis. Expression of the central GA biosynthesis gene, GA20oxidase2, and production of the bioactive GA, GA1, were significantly increased in elf3 leaves under SDs, relative to the wild type. Inhibition of GA biosynthesis suppressed the early flowering of elf3 under SDs independently of FT1 and was associated with altered expression of floral identity genes at the developing apex. GA is also required for normal flowering of spring barley under inductive photoperiods, with chemical and genetic attenuation of the GA biosynthesis and signaling pathways suppressing inflorescence development under long-day conditions. These findings illustrate that GA is an important floral promoting signal in barley and that ELF3 suppresses flowering under noninductive photoperiods by blocking GA production and FT1 expression.
Publisher: CSIRO Publishing
Date: 2015
DOI: 10.1071/CH14343
Abstract: Indole-3-pyruvic acid (IPyA) is an important naturally occurring biosynthetic intermediate whose quantitation by standard analytic techniques can be complicated as it can exist as either the keto or enol tautomer. Here, we present a detailed analysis of the tautomerism of IPyA and provide further evidence that the two tautomers of IPyA may be readily separated by ultra high-performance liquid chromatography and that the relative proportions of each form may be controlled using temperature and pH.
Publisher: Elsevier BV
Date: 12-1992
DOI: 10.1016/0378-4347(92)80575-B
Abstract: A method for the enantiospecific quantitation of two commonly prescribed non-steroidal anti-inflammatory drugs (ketoprofen and ibuprofen) is described. The method involves formation of a mixed anhydride of the drug with ethylchloroformate and subsequent conversion to an amide by reaction with optically active hetamine. The subsequently formed diastereomers are separated by gas chromatography-mass spectrometry using selected-ion monitoring. The assay is capable of quantifying ketoprofen (2 ng/ml) and ibuprofen (3 ng/ml) enantiomers from a 200-microliters s le of synovial fluid or plasma and is particularly suitable for protein binding studies.
Publisher: CSIRO Publishing
Date: 2013
DOI: 10.1071/AM13002
Abstract: Mass spectra and chromatographic data are presented to support the identification of cholest-24-en-3β-ol (desmostanol) in odorous secretions in Tasmanian short-beaked echidnas. This sterol has previously been described only in marine invertebrates and phytoplankton, and may have a role in chemical communication in the echidna.
Publisher: Oxford University Press (OUP)
Date: 27-07-2017
DOI: 10.1104/PP.17.00741
Publisher: Wiley
Date: 07-1990
Publisher: Springer Science and Business Media LLC
Date: 08-1979
DOI: 10.1007/BF01949898
Publisher: Springer Science and Business Media LLC
Date: 02-2005
DOI: 10.1007/S10886-005-1346-9
Abstract: Hybridization in plants provides an opportunity to investigate the patterns of inheritance of hybrid resistance to herbivores, and of the plant mechanisms conferring this resistance such as plant secondary metabolites. We investigated how inter-race differences in resistance of Eucalyptus globulus to a generalist mammalian herbivore, Trichosurus vulpecula, are inherited in their Fl hybrids. We assessed browsing damage of 3-year-old trees in a common environment field trial on four hybrid types of known progeny. The progeny were artificial intra-race crosses and reciprocal inter-race F1 hybrids of two geographically distinct populations (races) of E. globulus north-eastern Tasmania and south-eastern Tasmania. Populations of trees from north-eastern Tasmania are relatively susceptible to browsing by T. vulpecula, while populations from south-eastern Tasmania are more resistant. We assessed the preferences of these trees in a series of paired feeding trials with captive animals to test the field trial results and also investigated the patterns of inheritance of plant secondary metabolites. Our results demonstrated that the phenotypic expression of resistance of the inter-race Fl hybrids supported the additive pattern of inheritance, as these hybrids were intermediate in resistance compared to the pure parental hybrids. The expression of plant secondary metabolites in the Fl hybrids varied among major groups of in idual compounds. The most common pattern supported was dominance towards one of the parental types. Together, condensed tannins and essential oils appeared to explain the observed patterns of resistance among the four hybrid types. While both chemical groups were inherited in a dominant manner in the inter-race Fl hybrids, the direction of dominance was opposite. Their combined concentration, however, was inherited in an additive manner, consistent with the phenotypic differences in browsing.
Publisher: Wiley
Date: 10-2003
Publisher: Springer Science and Business Media LLC
Date: 1997
Publisher: Springer Science and Business Media LLC
Date: 08-1993
DOI: 10.1007/BF00982297
Publisher: Elsevier BV
Date: 12-2006
Publisher: Springer Science and Business Media LLC
Date: 1999
Publisher: Springer Science and Business Media LLC
Date: 23-01-2008
DOI: 10.1007/S00425-007-0685-X
Abstract: De-etiolation involves a number of phenotypic changes as the plants shift from a dark-grown (etiolated) to a light-grown (de-etiolated) morphology. Whilst these light-induced, morphological changes are thought to be mediated by plant hormones, the precise mechanism/s are not yet fully understood. Here we provide further direct evidence that gibberellins (GAs) may play an important role in de-etiolation, because a similar light-induced reduction in bioactive GA levels was detected in barley (Hordeum vulgare L.), Arabidopsis (Arabidopsis thaliana L.), and pea (Pisum sativum L.). This is indicative of a highly conserved, negative-regulatory role for GAs in de-etiolation, in a range of taxonomically erse species. In contrast, we found no direct evidence of a reduction in brassinosteroid (BR) levels during de-etiolation in any of these species.
Publisher: CSIRO Publishing
Date: 2004
DOI: 10.1071/FP03209
Abstract: Long-term acclimation of photo- and pigment-chemistry was investigated in a naturally-regenerating stand of Acacia melanoxylon R.Br. ex Ait. A pronounced decrease in photochemical efficiency of A. melanoxylon saplings was observed between autumn and winter in both thinned and unthinned treatments, but the decrease was more severe in the thinned treatment. Associated pigment changes in the unthinned treatment included a decrease in total chlorophyll content and a rise in chlorophyll a : b. Similar acclimation occurred in the thinned treatment with additional increase in zeaxanthin per unit chlorophyll observed. Saplings in the thinned treatment were exposed to lower minimum temperatures, more hours of frost and higher light intensities in the mid- to lower-crown. Growth chamber studies of the short-term acclimation of photo- and pigment-chemistry were conducted in a low / high light and cold / warm temperature factorial experiment. Photochemical efficiency and quantum yield adjusted within one day and then remained constant for 10 d in response to the imposed treatments. Chlorophyll concentration had decreased in all treatments by day 2 in the growth chambers, and subsequently increased in warm, but not in cold, treatments, irrespective of light level by day 10 in the growth chambers. The concentration of lutein-5,6-epoxide decreased in response to the cold-high light treatment and increased in response to other treatments by day 10 in the growth chambers, consistent with a function in sustained photoprotection in leaves of shade-adapted species. Our experiments indicated that A. melanoxylon is susceptible to cold-induced photoinhibition under cool temperatures (2–8°C) and moderate light intensities (450 μmol m–2 s–1).
Publisher: Elsevier BV
Date: 04-2003
DOI: 10.1016/S0731-7085(02)00734-3
Abstract: A sensitive enantioselective liquid chromatography-mass spectrometry (LC-MS) assay using a manual solid-phase extraction (SPE) procedure, a non-deuterated internal standard and an ion trap LC-MS was developed to measure (R)- and (S)-albuterol in plasma. S le extraction from plasma was achieved by a manual SPE extraction procedure with methoxyphenamine added as the internal standard. Chiral separation was achieved using a teicoplanin-based stationary phase and a mobile phase consisting of methanol, acetic acid and 28% (w/v) ammonia (1000:5:1, v/v/v). S les were analyzed by selected reaction monitoring of product ions from the protonated molecular ions. The detection limit of the assay was 0.1 ng/ml with a conservative lower limit of quantification of 0.25 ng/ml for each enantiomer. Recovery of albuterol enantiomers from plasma spiked at 10 ng/ml of racemate was determined to be 89+/-5.8% (mean+/-S.D.). Reproducibility at 10 ng/ml of racemate assessed by the coefficient of variation was found to be 6.5% (n=5). Instrument precision (measured as coefficient of variation) was 1.4% (n=5). The correlation coefficient r(2) determined from the calibration curve over the range 0.5-50.0 ng/ml racemate in plasma was 0.998. This assay allows adequate sensitivity, recovery and reproducibility for the application to studies of inhaled albuterol.
Publisher: Springer Science and Business Media LLC
Date: 08-1985
DOI: 10.1007/BF01020679
Publisher: Elsevier BV
Date: 02-2006
DOI: 10.1016/J.TOXICON.2005.10.018
Abstract: Ant sting allergy in Australia is predominantly due to the Myrmecia pilosula species complex. Gel separation of M. pilosula venom is necessary so that the allergenic importance of each component can be defined by western blotting. However, previous PAGE methods produced suboptimal resolution and the components of each band were not precisely defined. Venom was resolved in both non-reduced and reduced form by one-dimensional acid urea PAGE, SDS-PAGE and two-dimensional acid urea-SDS PAGE. Resolved peptides were extracted and analysed by HPLC-MS. Acid urea PAGE and acid urea-SDS PAGE proved more effective than SDS-PAGE for resolution of peptides smaller than 10 kDa. All of the major peptides previously observed in M. pilosula venom were observed in gel resolved venom. Venom was found to primarily consist of peptides with molecular weight <10 kDa, most of which contain disulfide bridges. SDS-PAGE of non-reduced venom clearly defined six higher molecular weight proteins between 26 and 90 kDa. An 8546 Da dimer named pilosulin 5 was observed, but pilosulin 4, a peptide recently proposed to be present in venom was not. A variant of pilosulin 4 here named pilosulin 4.1a, existing as an 8198 Da dimer, was observed and has been characterised.
Publisher: Springer Science and Business Media LLC
Date: 03-1980
DOI: 10.1007/BF01402915
Publisher: Wiley
Date: 09-2006
DOI: 10.1007/S11745-006-5042-5
Abstract: Regiospecific and traditional analysis, of both storage and membrane lipids, was performed on gill, white muscle, and red muscle s les taken from Atlantic salmon (Salmo salar) to gauge the effect of elevated water temperature. The fish, fed a commercial diet, were held at an elevated water temperature of 19 degrees C. Total n-3 PUFA, total PUFA, and n-3/n-6 and unsaturated/saturated fatty acid (UFA/SFA) ratios in the FA profile of the total lipid extract in the white muscle were fairly low compared with fish grown at 15 degrees C. Adaptation of structural and storage lipids at elevated temperatures was shown by a significant (P < 0.01) reduction in PUFA especially in the percentage of EPA (6-8%). Further adaptation was indicated by the percentages of SFA, which were significantly (P< 0.05) higher in gill (56%) and white muscle (58%) polar lipid fractions and coincided with lower percentages of n-3, n-6, and total PUFA. The regiospecific profiles indicated a high affinity of DHA to the sn-2 position in both the TAG (61-68%) and polar lipid (35-60%) fractions. The combination of detailed regiospecific and lipid analyses demonstrated adaptation of cell membrane structure in Atlantic salmon grown at an elevated water temperature.
Publisher: American Chemical Society (ACS)
Date: 27-08-2009
DOI: 10.1021/OM9005438
Publisher: Wiley
Date: 11-08-2016
DOI: 10.1111/NPH.13600
Abstract: Plant cuticular wax compounds perform functions that are essential for the survival of terrestrial plants. Despite their importance, the genetic control of these compounds is poorly understood outside of model taxa. Here we investigate the genetic basis of variation in cuticular compounds in Eucalyptus globulus using quantitative genetic and quantitative trait loci ( QTL ) analyses. Quantitative genetic analysis was conducted using 246 open‐pollinated progeny from 13 native sub‐races throughout the geographic range. QTL analysis was conducted using 112 clonally replicated progeny from an outcross F 2 population. Nine compounds exhibited significant genetic variation among sub‐races with three exhibiting signals of ersifying selection. Fifty‐two QTL were found with co‐location of QTL for related compounds commonly observed. Notable among these was the QTL for five wax esters, which co‐located with a gene from the KCS family, previously implicated in the biosynthesis of cuticular waxes in Arabidopsis. In combination, the QTL and quantitative genetic analyses suggest the variation and differentiation in cuticular wax compounds within E. globulus has a complex genetic origin. Sub‐races exhibited independent latitudinal and longitudinal differentiation in cuticular wax compounds, likely reflecting processes such as historic gene flow and ersifying selection acting upon genes that have erse functions in distinct biochemical pathways.
Publisher: Elsevier BV
Date: 2005
DOI: 10.1016/J.SYAPM.2004.09.004
Abstract: The major phospholipids of Halorubrum lacusprofundi grown at 25 degrees C were archaeol phosphatidylglycerol, archaeol phosphatidylglycerylsulphate and archaeol phosphatidylglycerylphosphate methyl ester. Glycolipids included a monoglycosyl archaeol and the sulphate ester of a diglycosyl archaeol. Cultures grown at 12 degrees C contained the same suite of phospho- and glycolipids, with the addition of a series of unsaturated analogues with up to six double bonds. The patterns of unsaturation were similar for all the phospholipid series, but a different pattern occurred in the glycolipids. The analytical techniques used in this study allow facile detection of unsaturated archaeal cell membrane lipids that are degraded by commonly used chemical derivatization procedures.
Publisher: Wiley
Date: 25-05-2006
Publisher: AMPCo
Date: 07-1987
DOI: 10.5694/J.1326-5377.1987.TB133226.X
Abstract: Drug analyses were performed on 200 blood s les that were taken for alcohol analysis from road users in Tasmania. Alcohol at a concentration of above 0.5 g was found in 75% of the s les, and other drugs were found in 17% of the s les. Cannabis was the most prevalent of these other drugs: it was detected in 6% of road users benzodiazepine drugs were detected in 5% of road users and barbiturate drugs were detected in 2% of road users. Alcohol was found in 50% and other drugs were found in 25%, of drivers, riders and pedestrians who were involved in road accidents that were serious enough to cause death or injury. In addition to alcohol, other drugs may be making a significant contribution to road accidents because all the drugs that were identified are capable of impairing psychomotor performance. Of particular concern is the prevalence of cannabis, which is an illegal drug, and barbiturate drugs, which are now prescribed rarely. A well-controlled study is required to quantitate the contribution of drugs other than alcohol to road accidents. In the meantime, drivers should be warned that drugs that depress the central nervous system can be expected to impair driving ability and to increase the risk of an accident.
Publisher: Springer Science and Business Media LLC
Date: 30-08-2016
DOI: 10.1007/S10886-016-0750-7
Abstract: Plants are dependent on their root systems for survival, and thus are defended from belowground enemies by a range of strategies, including plant secondary metabolites (PSMs). These compounds vary among species, and an understanding of this variation may provide generality in predicting the susceptibility of forest trees to belowground enemies and the quality of their organic matter input to soil. Here, we investigated phylogenetic patterns in the root chemistry of species within the genus Eucalyptus. Given the known ersity of PSMs in eucalypt foliage, we hypothesized that (i) the range and concentrations of PSMs and carbohydrates in roots vary among Eucalyptus species, and (ii) that phylogenetic relationships explain a significant component of this variation. To test for interspecific variation in root chemistry and the influence of tree phylogeny, we grew 24 Eucalyptus species representing two subgenera (Eucalyptus and Symphyomyrtus) in a common garden for two years. Fine root s les were collected from each species and analyzed for total phenolics, condensed tannins, carbohydrates, terpenes, and formylated phloroglucinol compounds. Compounds displaying significant interspecific variation were mapped onto a molecular phylogeny and tested for phylogenetic signal. Although all targeted groups of compounds were present, we found that phenolics dominated root defenses and that all phenolic traits displayed significant interspecific variation. Further, these compounds displayed a significant phylogenetic signal. Overall, our results suggest that within these representatives of genus Eucalyptus, more closely related species have more similar root chemistry, which may influence their susceptibility to belowground enemies and soil organic matter accrual.
Publisher: Elsevier BV
Date: 02-2016
DOI: 10.1016/J.ACA.2016.01.003
Abstract: A simple, high-performance counter-current chromatography method with sequential UV absorbance (254 nm) and evaporative light scattering detection (ELSD) was developed for the quantification of pre-extracted low molecular weight dissolved organic matter (DOM) extracted from natural waters. The method requires solid-phase extraction (SPE) extraction of only small volumes of water s les, here using poly(styrene inylbenzene)-based extraction cartridges (Varian PPL). The extracted and concentrated DOM was quantified using reversed-phase high-performance counter-current chromatography (HPCCC), with a water/methanol (5:5) mobile phase and hexane/ethyl acetate (3:7) stationary phase. The critical chromatographic parameters were optimised, applying a revolution speed of 1900 rpm and a flow-rate of 1 mL min(-1). Under these conditions, 50 μL of extracted DOM solution could be injected and quantified using calibration against a reference natural dissolved material (Suwannee River), based upon UV absorbance at 254 nm and ELSD detection. Both detection methods provided excellent linearity (R(2) > 0.995) for DOM across the concentration ranges of interest, with limits of detection of 4 μg ml(-1) and 7 μg ml(-1) for ELSD and UV absorbance, respectively. The method was validated for peak area precision ( 95% recovery). The developed method was applied to the determination of the concentration of DOM in seawater, based upon initial s le volumes as small as 20 mL.
Publisher: Oxford University Press (OUP)
Date: 07-08-2012
Abstract: The short-beaked echidna is believed to use olfactory cues from a cloacal scent gland to attract and locate mates during the breeding season. We investigated the chemical composition of echidna secretions, including cloacal swabs and solid, "waxy" exudates from the cloaca and spurs. Scent s les from 37 in iduals were collected over a 1-year period and analyzed using a range of different analytical techniques. A total of 186 compounds were identified, including volatile carboxylic acids, aldehydes, ketones, fatty acids, methyl esters, ethyl esters, terpenes, nitrogen- and sulphur-containing compounds, alcohols, and aromatics. Long chain and very long chain monounsaturated fatty acids, sterols, and sterol esters were identified as the major constituents of solid exudates, some of which have not previously been described from any animal skin gland. There was a high degree of composition overlap between male and female cloaca swabs however, there is significant variation, which could mediate echidna mating behavior. Many of the volatile and nonvolatile chemicals detected are used for communication in other species, suggesting that chemical signals have important and erse functions in echidna social interactions.
Publisher: American Chemical Society (ACS)
Date: 25-02-2009
DOI: 10.1021/JF802610P
Abstract: The carotenoid profile of an acetone extract from the flowers and leaves of Boronia megastigma (Nees) was examined. A comparison was made of the major carotenoids found in boronia flowers and leaves. The C-40 carotenoids beta-carotene, zeaxanthin, lutein, and neoxanthin were positively identified in boronia flowers using known standards, UV-vis spectra, and mass spectrometry. Two other carotenoids were tentatively assigned as the palmitic acid ester of 3-hydroxy-10'-apocaroten-10'-oic acid and 9,15,9'-tri-cis-zeta-carotene. Additionally, changes in the levels of C-40 carotenoids, C-27 apocarotenoids, and beta-ionone during flower development were measured. Significant increases in beta-carotene and apocarotenoids that could be derived from cleavage in the 9,10-position, including beta-ionone and various C-27 apocarotenoids, were observed at the time of flower opening. An increase in lutein, which is derived through an alternative biosynthetic pathway, was not observed during flower opening, thus indicating the possibility that the beta-carotene pathway was activated during flower opening in boronia. The understanding of these processes may assist in optimizing harvest and postharvest processes useful to the boronia extraction industry.
Publisher: Public Library of Science (PLoS)
Date: 30-03-2021
DOI: 10.1371/JOURNAL.PONE.0248961
Abstract: The red fox is a highly adaptable mammal that has established itself world-wide in many different environments. Contributing to its success is a social structure based on chemical signalling between in iduals. Urine scent marking behaviour has long been known in foxes, but there has not been a recent study of the chemical composition of fox urine. We have used solid-phase microextraction and gas chromatography-mass spectrometry to analyze the urinary volatiles in 15 free-ranging wild foxes (2 female) living in farmlands and bush in Victoria, Australia. Foxes here are routinely culled as feral pests, and the urine was collected by bladder puncture soon after death. Compounds were identified from their mass spectra and Kovats retention indices. There were 53 possible endogenous scent compounds, 10 plant-derived compounds and 5 anthropogenic xenobiotics. Among the plant chemicals were several aromatic apocarotenoids previously found in greater abundance in the fox tail gland. They reflect the dietary consumption of carotenoids, essential for optimal health. One third of all the endogenous volatiles were sulfur compounds, a highly odiferous group which included thiols, methylsulfides and polysulfides. Five of the sulfur compounds (3-isopentenyl thiol, 1- and 2-phenylethyl methyl sulfide, octanethiol and benzyl methyl sulfide) have only been found in foxes, and four others (isopentyl methyl sulfide, 3-isopentenyl methyl sulfide, and 1- and 2-phenylethane thiol) only in some canid, mink and skunk species. This indicates that they are not normal mammalian metabolites and have evolved to serve a specific role. This role is for defence in musteloids and most likely for chemical communication in canids. The total production of sulfur compounds varied greatly between foxes (median 1.2, range 0.4–32.3 μg ‘acetophenone equivalents’/mg creatinine) as did the relative abundance of different chemical types. The urinary scent chemistry may represent a highly evolved system of semiochemicals for communication between foxes.
Publisher: Springer Science and Business Media LLC
Date: 2013
Publisher: Springer Science and Business Media LLC
Date: 25-05-2018
Publisher: Springer Science and Business Media LLC
Date: 11-01-2017
DOI: 10.1007/S00216-016-0134-4
Abstract: Tea tree oil distilled from Melaleuca alternifolia has widespread use in the cosmetic industry as an antimicrobial as well as for other functions in topical products. Concerns were first raised by the European Commission's Scientific Committee on Consumer Products in 2004 about the level of the potentially carcinogenic phenylpropanoid compound methyl eugenol in tea tree oil. Limits on oil content in different types of cosmetic products were set based on a reported upper level of 0.9% methyl eugenol in the oil. A previous publication indicated that these levels were based on oil from a Melaleuca species not used in the commercial production of oil. Even the highest recorded levels in Melaleuca alternifolia, the overwhelmingly most common species used, were ∼15 times less than this, meaning that more oil could be safely used in the products. The current study, including details on methodology and reproducibility, extends that work across a suite of 57 plantation-sourced oils from a range of geographical locations and production years, as well as many Australian and international commercial oils. Lower levels of methyl eugenol in oils of known provenance were confirmed, with a recorded range of 160-552 ppm and a mean of 337 ppm. Analysis of variance showed methyl eugenol levels in Australian plantation oils to be correlated to the geographical region but not to the year of production. Average methyl eugenol levels in commercial oils were significantly lower, and these s les were ided into an authentic group and a group that were suspected of being adulterated based on an independent test. Authentic commercial oils had similar levels of methyl eugenol to Australian provenance material, whilst the oils classed as suspect had significantly lower levels.
Publisher: Elsevier BV
Date: 09-2012
DOI: 10.1194/JLR.P027706
Publisher: MDPI AG
Date: 26-09-2023
Publisher: Informa UK Limited
Date: 2000
Abstract: 1. The metabolic fate of 1,8-cineole was investigated in the brushtail possum. Six possums were fed an artificial diet to which 0.5% 1,8-cineole (wet weight) was added for 2 days. Urine and faeces were collected after the second day. A s le of each was extracted into ethyl acetate and analysed for metabolites. Both free and total levels of metabolites were identified by GC-MS and LC-MS and quantified by GC-MS. 2. The pattern of metabolite excretion was very complex in the brushtail possum. Nineteen metabolites were found in total. Metabolites were categorized into four groups according to the oxidation they had undergone: hydroxycineoles (n = 3), cineolic acids (n = 2), dihydroxycineoles (n = 3) and hydroxycineolic acids (n = 11). No hydroxycineolic acid metabolites have been previously reported as metabolites of 1,8-cineole. 3. Fractional recovery of the ingested dose (2.4 +/- 0.5 g mean +/- SD) was 0.44 +/- 0.14 (mean +/- SD) in 24 h. Sixty percent of excreted metabolites were hydroxycineolic acids, the most extensively oxidized metabolites. Conjugation with glucuronic acid was inversely related to metabolite polarity, being greatest for hydroxycineoles (41-82%) and minimal for hydroxycineolic acids. 4. Traces of most metabolites were also found in the faeces.
Publisher: Elsevier BV
Date: 12-2003
Publisher: American Chemical Society (ACS)
Date: 17-04-1998
DOI: 10.1021/OM980005T
Publisher: Springer Science and Business Media LLC
Date: 2000
Publisher: Wiley
Date: 19-07-2004
Publisher: Wiley
Date: 28-05-2002
Publisher: Elsevier BV
Date: 09-1994
Publisher: Elsevier BV
Date: 05-2015
Publisher: Springer Science and Business Media LLC
Date: 10-2009
DOI: 10.1007/S10886-009-9702-9
Abstract: Papyriferic acid (PA) is a triterpene that is secreted by glands on twigs of the juvenile ontogenetic phase of resin producing tree birches (e.g., Betula neoalaskana, B. pendula) and that deters browsing by mammals such as the snowshoe hare (Lepus americanus). We investigated the pharmacology of PA as a first step in understanding its antifeedant effect. After oral administration to rats, PA and several metabolites were found in feces but not urine, indicating that little was absorbed systemically. Metabolism involved various combinations of hydrolysis of its acetyl and malonyl ester groups, and hydroxylation of the terpene moiety. The presence of a malonyl group suggested a possible interaction with succinate dehydrogenase (SDH), a mitochondrial enzyme known to be competitively inhibited by malonic acid. The effect of PA on the oxidation of succinate by SDH was examined in mitochondrial preparations from livers of ox, rabbit, and rat. In all three species, PA was a potent inhibitor of SDH. Kinetic analysis indicated that, unlike malonate, PA acted by an uncompetitive mechanism, meaning that it binds to the enzyme-substrate complex. The hydrolysis product of PA, betulafolienetriol oxide, was inactive on SDH. Overall, the evidence suggests that PA acts as the intact molecule and interacts at a site other than the succinate binding site, possibly binding to the ubiquinone sites on complex II. Papyriferic acid was potent (K(iEIS) ranged from 25 to 45 microM in the three species) and selective, as malate dehydrogenase was unaffected. Although rigorous proof will require further experiments, we have a plausible mechanism for the antifeedant effect of PA: inhibition of SDH in gastrointestinal cells decreases mitochondrial energy production resulting in a noxious stimulus, 5-HT release, and sensations of nausea and discomfort. There is evidence that the co-evolution of birches and hares over a large and geographically- erse area in Northern Europe and America has produced marked differences in the formation of PA by birches, and the tolerance of hares to dietary PA. The present findings on the metabolic fate and biochemical effects of PA provide a rational basis for investigating the mechanisms underlying differences among populations of hares in their tolerance of a PA-rich diet.
Publisher: CSIRO Publishing
Date: 1991
DOI: 10.1071/CH9910171
Abstract: The catalytic double-bond shift isomerization of α-olefins by dithio-β-diketonate palladium complexes Pd{CH3C(S)CHC(S)CH3}(PL1L2L3)X(1) and [Pd{CH3C(S)CHC(S)CH3}{Ph2PCH2CH2PPh2}]Y(2)(X = 1, Br Y = halide, PF6, BPh4) is described. Catalysts are formed on activation of the complexes by a variety of alkylaluminium cocatalysts . Several of the catalysts are highly active for isomerization of oct-1-ene and but-1-ene, activities being higher than normally obtained for palladium systems. In contrast to the majority of palladium-based catalysts product distributions rapidly approached thermodynamic equilibrium, with a strong preference for trans products at each stage of the reaction. Products from the isomerization of oct-1-ene were analysed by g.l.c.-F.t.i.r . in conjunction with Kovats retention indices.
Publisher: Informa UK Limited
Date: 09-2010
Publisher: MDPI AG
Date: 08-02-2022
DOI: 10.3390/MOLECULES27031120
Abstract: Miconia chamissois Naudin is a species from the Cerrado, which is being increasingly researched for its therapeutic potential. The aim of this study was to obtain a standardized extract and to evaluate seasonal chemical variations. Seven batches of aqueous extracts from leaves were produced for the standardization. These extracts were evaluated for total solids, polyphenol (TPC) and flavonoid content (TFC), vitexin derivative content, antioxidant activity thin-layer chromatography (TLC), and high-performance liquid chromatography (HPLC) profiles were generated. For the seasonal study, leaves were collected from five different periods (May 2017 to August 2018). The results were correlated with meteorological data (global radiation, temperature, and rainfall index). Using chromatographic and spectroscopic techniques, apigenin C-glycosides (vitexin/isovitexin) and derivatives, luteolin C-glycosides (orientin/isoorientin) and derivatives, a quercetin glycoside, miconioside B, matteucinol-7-O-β-apiofuranosyl (1 → 6) -β-glucopyranoside, and farrerol were identified. Quality parameters, including chemical marker quantification by HPLC, and biological activity, are described. In the extract standardization process, all the evaluated parameters showed low variability. The seasonality study revealed no significant correlations (p 0.05) between TPC or TFC content and meteorological data. These results showed that it is possible to obtain extracts from M. chamissois at any time of the year without significant differences in composition.
Publisher: American Chemical Society (ACS)
Date: 05-1995
DOI: 10.1021/JF00053A020
Publisher: Springer Science and Business Media LLC
Date: 17-09-2011
DOI: 10.1007/S00425-011-1516-7
Abstract: Strigolactones are recently defined plant hormones with roles in mycorrhizal symbiosis and shoot and root architecture. Their potential role in controlling nodulation, the related symbiosis between legumes and Rhizobium bacteria, was explored using the strigolactone-deficient rms1 mutant in pea (Pisum sativum L.). This work indicates that endogenous strigolactones are positive regulators of nodulation in pea, required for optimal nodule number but not for nodule formation per se. rms1 mutant root exudates and root tissue are almost completely deficient in strigolactones, and rms1 mutant plants have approximately 40% fewer nodules than wild-type plants. Treatment with the synthetic strigolactone GR24 elevated nodule number in wild-type pea plants and also elevated nodule number in rms1 mutant plants to a level similar to that seen in untreated wild-type plants. Grafting studies revealed that nodule number and strigolactone levels in root tissue of rms1 roots were unaffected by grafting to wild-type scions indicating that strigolactones in the root, but not shoot-derived factors, regulate nodule number and provide the first direct evidence that the shoot does not make a major contribution to root strigolactone levels.
Publisher: Springer Science and Business Media LLC
Date: 10-10-2006
DOI: 10.1007/S00442-006-0525-X
Abstract: This study assessed how the palatability of leaves of different age classes (young, intermediate and older) of Eucalyptus nitens seedlings varied with plant nutrient status, based on captive feeding trials with two mammalian herbivores, red-bellied pademelons (Thylogale billardierii), and common brushtail possums (Trichosurus vulpecula). Seedlings were grown under three nutrient treatments (low, medium and high), and we determined how palatability was related to chemical and physical characteristics of the leaves. Pademelons ate more older leaves than young and intermediate leaves for all treatments. This pattern was best explained by sideroxylonals (formylated phloroglucinol compounds known to deter herbivory by other marsupials), and/or essential oil compounds that were present in lower concentrations in older leaves. In the low-nutrient treatment, possums also ate more of the older leaves. However, in the medium- and high-nutrient treatments, possums ate more intermediate leaves than older leaves and showed a behavioural preference for young leaves (consuming younger leaves first) over intermediate and older leaves, in spite of high levels of sideroxylonals and essential oils. The young leaves did, however, have the highest nitrogen concentration of all the leaf age classes. Thus, either sideroxylonals and essential oils provided little or no deterrent to possums, or the deterrent was outweighed by other factors such as high nitrogen. This study indicates that mammalian herbivores show different levels of relative use and damage to leaf age classes at varying levels of plant nutrient status and, therefore, their impact on plant fitness may vary with environment.
Publisher: Wiley
Date: 03-08-2018
DOI: 10.1111/CEA.13224
Abstract: The venomous stings of Jack Jumper ant (JJA species of the Myrmecia pilosula taxonomic group) are a significant public health issue in parts of south-eastern and south-western Australia, causing anaphylaxis in approximately 3% of the population. Three allergenic peptides, Myr p 1, Myr p 2 and Myr p 3, and one histamine-releasing peptide, pilosulin 5, have been fully described, but there are at least 5 additional high molecular weight IgE-binding components that have not been identified. To identify IgE-binding components in JJA venom (JJAV) and to relate the IgE recognition of these components to relevant clinical parameters. Identification of IgE-binding components and determination of their sensitizing prevalence was performed using SDS-PAGE immunoblot assay and sera from 90 patients with confirmed allergy to JJAV. Tandem mass spectrometry was used for identification of novel JJAV components fractionated by size exclusion chromatography (SEC) and SDS-PAGE. Using SDS-PAGE immunoblot, 10 IgE-binding bands were identified in JJAV, two of which were recognized by 81% and 47% of the population studied. Mass spectrometry identified 17 novel JJAV proteins, including 2 glycoproteins, and confirmed the presence of 4 known Myr p and pilosulin peptides in JJAV. Most of the newly identified IgE-binding proteins were enzymes, including phospholipase A This study has for the first time revealed the identity of various proteins with IgE-binding capacity in the venom of JJA and demonstrated their clinical relevance in the diagnosis and treatment of JJAV allergy.
Publisher: Walter de Gruyter GmbH
Date: 25-04-2003
DOI: 10.1515/HF.2003.035
Abstract: This is the first report of post-harvest wood staining in blackwood ( Acacia melanoxylon R. Br). In Tasmanian sawmills, an orange-brown stain commonly occurs upon cutting fresh blackwood. An investigation of the causal mechanism of stain development was completed using fresh flitches and stockpiled logs. Some fungi and bacteria were isolated from stained and unstained blackwood, but no species was consistently present in stained wood alone. Wood pH did not vary between stained and unstained wood, but there was some evidence of alterations in phenol composition. Blackwood extracts were analysed by HPLC and a minor phenolic compound was detected that was consistently found in stained s les and rarely in unstained. UV spectra indicated that this compound may be a quinone, but mass spectrometry data was inconclusive. Experiments with blackwood extracts showed that addition of oxygen (by means of H 2 O 2 treatment) increased absorbance in the “brown” wavelengths characteristic of stain. This supports the assumption that the stain is an oxidative chemical stain, as it develops quite rapidly from cut surfaces.
Publisher: Elsevier BV
Date: 1985
Publisher: Wiley
Date: 21-05-1991
Publisher: Institute of Experimental Botany
Date: 03-2007
Publisher: Oxford University Press (OUP)
Date: 08-2009
Abstract: The aim was to purify and characterise an antimicrobial component from celery (Apium graveolens) seeds, which have been used for centuries as a herbal medicine with reported antibacterial effects. A crude alcoholic extract of celery seeds was fractionated by organic solvent extractions, column chromatography and HPLC. Fractions were assayed for antimicrobial activity against the gastric pathogen Helicobacter pylori and other bacteria. The purified antibacterial component was characterised via MS and NMR. Preliminary investigation of its mechanism of action included morphological studies, incorporation of macromolecular precursors, membrane integrity and two-dimensional protein electrophoresis. The purified component, termed 'compound with anti-Helicobacter activity' (CAH), had potent bactericidal effects against H. pylori the minimum inhibitory concentration and minimum bactericidal concentration were 3.15 microg/ml and 6.25-12.5 microg/ml, respectively. CAH (M(r) = 384.23 empirical formula C(24)H(32)O(4)) had specific inhibitory effects on H. pylori and was not active against C ylobacter jejuni or Escherichia coli. MS and NMR data were consistent with a dimeric phthalide structure. The results appeared to rule out mechanisms that operated solely by loss of membrane integrity or inhibition of protein or nucleic acid synthesis. CAH may be suitable for further investigation as a potent agent for treating H. pylori infections.
Publisher: Springer Science and Business Media LLC
Date: 2001
Abstract: Salicin was administered orally to six brushtail possums by incorporation in food for six days at three dose levels (0.05, 0.5, and 1.5% wet weight), giving mean +/- SD daily intakes of 0.31 +/- 0.09, 2.76 +/- 0.75, and 6.04 +/- 1.12 mmol salicin. Metabolites were identified by mass spectrometry and assayed by HPLC. Salicyl alcohol glucuronide accounted for 56-64% of urinary metabolites over the three doses, salicyluric acid 15-26%, salicin 10-18%, and there were smaller amounts of free (2-4%) and conjugated (0-6%) salicylic acid. beta,2-Dihydroxyphenylpropionic acid was a minor metabolite. The hydrolysis of dietary salicin enabled reconjugation of its aglycone, salicyl alcohol, with a more polar sugar, glucuronic acid, thus enhancing its renal excretion and resulting in little net loss of substrates for conjugation and a low measurable metabolic cost of excretion.
Publisher: Elsevier BV
Date: 1984
DOI: 10.1016/0378-4347(84)80079-1
Abstract: This work describes a method for the quantitative determination of the labile, toxic N-hydroxy metabolite of phenacetin in urine. A thin-layer chromatography step was used for the preliminary purification of extracts, and the specificity of the assay was based on the monitoring of specific metastable decompositions in a forward geometry double-focussing mass spectrometer, in a manner analogous to conventional tandem mass spectrometry. This precluded the need for a gas chromatographic separation, thus minimizing thermal decomposition which can occur with these compounds, as well as enabling very rapid analyses.
Publisher: Elsevier BV
Date: 2006
Publisher: Oxford University Press (OUP)
Date: 07-02-2019
Abstract: Like all animals, the red fox uses chemical signals for social communication. The supracaudal or tail gland smells of violets, attributed to the presence of carotenoid degradation products, or apocarotenoids, which commonly occur as aromatics in flowers. We have more fully characterized the scent chemistry of the fox tail gland. Volatile chemicals were analyzed by gas chromatography-mass spectrometry (GC-MS) and identified from their electron ionization mass spectra and Kovats retention indices. The 3 previously reported apocarotenoids were confirmed, and many additional compounds found. These include the apocarotenoids β-cyclocitral, β-homocitral, β-ionone, cyclic β-ionone, β-ionone-5,6-epoxide, α-ionene, α-ionone, 2,6,6-trimethylcyclohexanone (IUPAC 2,2,6-), 2,6,6-trimethyl-2-cyclohexen-1-one, 6-methyl-5-hepten-2-one (sulcatone), and geranyl acetone. Notably, sulcatone is a semiochemical in several species. 3,3-Dimethyl-2,7-octanedione was identified as a probable apocarotenoid which is likely to be a significant fox scent chemical. The γ-lactone of 4-hydroxyhexadecanoic acid (hexadecan-4-olide) was also found, one of a group of known mammalian signaling compounds. This rich mixture of volatile apocarotenoids implies an adequate consumption of plant carotenoids, which are known to be necessary for optimal health. Dietary carotenoids color the skin and feathers of some birds, used as a visual signal to conspecifics, and the floral aroma of the fox tail gland may provide an olfactory signal to other foxes.
Publisher: Wiley
Date: 15-10-2017
DOI: 10.1111/EFP.12390
Publisher: Walter de Gruyter GmbH
Date: 12-2008
DOI: 10.1515/SG-2008-0040
Abstract: Identification of plant hybrids produced from closely related species can be difficult using morphological characteristics alone, particularly when identifying young seedlings. In this study, we compared the performance of three calibration models developed to discriminate between seedlings of Eucalyptus globulus, E. nitens and their first-generation hybrid using either foliar oil chemistry or near-infrared reflectance spectral data from fresh, whole leaves. Both oil and near-infrared reflectance spectroscopy (NIRS) models were developed using partial least-squares discriminant analysis and showed high classification accuracy, all correctly classifying more than 91% of s les in cross-validation. Additionally, we developed a larger, “global” and independently validated NIRS model specifically to discriminate between E. globulus and F 1 hybrid seedlings of different ages. This model correctly classified 98.1% of s les in cross-validation and 95.1% of s les from an independent test set. These results show that NIRS analysis of fresh, whole leaves can be used as a rapid and accurate alternative to chemical analysis for the purpose of hybrid identification.
Publisher: Springer Science and Business Media LLC
Date: 04-2008
DOI: 10.1038/NATURE06871
Publisher: Springer Science and Business Media LLC
Date: 21-02-2008
DOI: 10.1038/NATURE06635
Abstract: Many parasitic Apicomplexa, such as Plasmodium falciparum, contain an unpigmented chloroplast remnant termed the apicoplast, which is a target for malaria treatment. However, no close relative of apicomplexans with a functional photosynthetic plastid has yet been described. Here we describe a newly cultured organism that has ultrastructural features typical for alveolates, is phylogenetically related to apicomplexans, and contains a photosynthetic plastid. The plastid is surrounded by four membranes, is pigmented by chlorophyll a, and uses the codon UGA to encode tryptophan in the psbA gene. This genetic feature has been found only in coccidian apicoplasts and various mitochondria. The UGA-Trp codon and phylogenies of plastid and nuclear ribosomal RNA genes indicate that the organism is the closest known photosynthetic relative to apicomplexan parasites and that its plastid shares an origin with the apicoplasts. The discovery of this organism provides a powerful model with which to study the evolution of parasitism in Apicomplexa.
Publisher: Canadian Science Publishing
Date: 12-2003
DOI: 10.1139/X03-149
Abstract: The wound-associated wood that developed 17 months following artificial xylem injury in Eucalyptus globulus (Labill) and Eucalyptus nitens (Maiden) was examined anatomically and chemically. This new tissue located immediately adjacent to the wound site and termed "wound wood" was highly variable consisting of callus, altered wood of increased parenchyma density, and dark extractives, visible to the naked eye. Subsequent chemical analysis of crude wound wood extracts by HPLC coupled to negative ion electrospray mass spectrometry revealed the presence of a erse range of polyphenolic compounds including hydrolysable tannins, proanthocyanidins, flavanone glycosides, and formylated phloroglucinol compounds. A number of polyphenols were unequivocally identified including engelitin, pedunculagin, and tellimagrandin I. Other compounds present in wound wood include various hydroxystilbene glycosides and volatile terpenes. The importance of the erse range of secondary metabolites detected in wound wood is discussed in relation to tree wound repair responses.
Publisher: Springer Science and Business Media LLC
Date: 09-2007
Publisher: Canadian Science Publishing
Date: 11-2002
DOI: 10.1139/X02-118
Abstract: This study investigated the association between resistance of Eucalyptus globulus Labill. to autumn gum moth (Mnesempala privata Guenée) defoliation and cuticular wax compounds. In a field trial consisting of clonally replicated F 2 families of E. globulus, situated in Tasmania, Australia, significant genetic variation in resistance was detected in two of three F 2 families. The broad-sense heritability for defoliation within families ranged from 0.24 to 0.33. The 15 most resistant and the 15 most susceptible genotypes within each variable family were compared for their relative levels of 26 cuticular wax compounds. While no significant correlation between resistance and total wax yield estimates was found, significant differences were detected between resistant and susceptible classes in the relative quantities of several aliphatic phenylethyl and benzyl wax esters within both families. This association does not appear to be a response induced by defoliation. The broad-sense heritabilities of the variation in these compounds were high (0.820.94). Our findings suggest that these wax compounds are a mechanism of genetic resistance to autumn gum moth in E. globulus.
No related grants have been discovered for Noel Davies.